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Acetylene chemistry [[electronic resource] ] : chemistry, biology, and material science / / edited by F. Diederich, P.J. Stang, R.R. Tykwinski
| Acetylene chemistry [[electronic resource] ] : chemistry, biology, and material science / / edited by F. Diederich, P.J. Stang, R.R. Tykwinski |
| Pubbl/distr/stampa | Weinheim, : Wiley-VCH, c2005 |
| Descrizione fisica | 1 online resource (530 p.) |
| Disciplina | 547.413 |
| Altri autori (Persone) |
DiederichFrançois
StangPeter J TykwinskiR. R (Rik R.) |
| Soggetto topico |
Acetylene
Alkynes |
| Soggetto genere / forma | Electronic books. |
| ISBN |
1-280-51994-0
9786610519941 3-527-60548-7 3-527-60470-7 |
| Classificazione | 35.68 |
| Formato | Materiale a stampa  |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Acetylene Chemistry; Preface; Contents; Symbols and Abbreviations; List of Contributors; 1 Theoretical Studies on Acetylenic Scaffolds; 1.1 Introduction; 1.2 Linear Acetylenic Scaffolds; 1.2.1 The Dicarbon Molecule and Acetylene; 1.2.2 Uncapped Pure sp Carbon Chains; 1.2.3 Capped All-sp Oligoacetylenic Chains; 1.2.4 Hybrid sp-sp(2) Oligoacetylenic Molecules; 1.2.5 Hybrid sp-sp(3) Oligoacetylenic Molecules; 1.3 Cyclic Acetylenic Scaffolds; 1.3.1 Hybrid sp-sp(3) Rings; 1.3.2 Hybrid sp-sp(2) Rings (Dehydroannulenes); 1.3.3 carbo-Heteroannulenes; 1.4 Star-Shaped Acetylenic Scaffolds
1.4.1 Atomic Cores1.4.2 Rod Cores; 1.4.3 Cyclic Cores; 1.5 Cage Acetylenic Scaffolds; 1.6 Conclusion; Acknowledgements; 2 Synthesis of Heterocycles and Carbocycles by Electrophilic Cyclization of Alkynes; 2.1 Introduction; 2.2 Cyclization of Oxygen Compounds; 2.2.1 Cyclization of Acetylenic Alcohols; 2.2.2 Cyclization of Acetylenic Phenols; 2.2.3 Cyclization of Acetylenic Ethers; 2.2.4 Cyclization of Acetylenic Acids and Derivatives; 2.2.5 Cyclization of Acetylenic Aldehydes and Ketones; 2.3 Cyclization of Sulfur and Selenium Compounds; 2.4 Cyclization of Nitrogen Compounds 2.4.1 Cyclization of Acetylenic Amines2.4.2 Cyclization of Acetylenic Amides; 2.4.3 Cyclization of Acetylenic Carbamates; 2.4.4 Cyclization of Acetylenic Sulfonamides; 2.4.5 Cyclization of Acetylenic Enamines and Imines; 2.4.6 Cyclization of Other Acetylenic Nitrogen Functional Groups; 2.5 Cyclization of Carbon onto Acetylenes; 2.5.1 Cyclization of Acetylenic Carbonyl Compounds and Derivatives; 2.5.2 Cyclization of Diacetylenes; 2.5.3 Cyclization of Aryl Acetylenes; 2.5.4 Cyclization of Acetylenic Organometallics; 2.6 Conclusions; 2.7 Representative Experimental Procedures 2.7.1 Synthesis of α-Methylene-γ-butyrolactones by Carbonylation of 1-Alkyn-4-ols2.7.2 Synthesis of 1-Alkoxyisochromenes by Cyclization of 2-(1-Alkynyl)benzaldehydes; 2.7.3 Synthesis of 3-Aryl(vinylic)indoles by Palladium-catalyzed Cross-coupling of Aryl Halides or Vinylic Triflates and 2-(1-Alkynyl)trifluoroacetanilides; 2.7.4 Synthesis of Pyridines by the Gold-catalyzed Cross-coupling of Ketones and Propargyl Amine; 2.7.5 Synthesis of 4-Iodoisoquinolines by the Cyclization of Iminoalkynes; 2.7.6 Synthesis of Cyclic Amines by Acetylene-Iminium Ion Cyclizations; Acknowledgements 3 Addition of Terminal Acetylides to CO and CN Electrophiles3.1 Introduction; 3.2 Background; 3.3 Additions with Stoichiometric Amounts of Metal Acetylides; 3.4 Nucleophilic CO Additions involving the Use of Zn(II) Salts; 3.5 Acetylene Additions to CN Electrophiles; 3.6 Conclusion; 3.7 Experimental Procedures; 3.7.1 General Procedure for the Enantioselective Alkynylation of Aldehydes by the Use of Stoichiometric Amounts of Zn(OTf)(2); 3.7.2 General Procedure for the Zn(OTf)(2)-Catalyzed Enantioselective Alkynylation of Aldehydes 3.7.3 General Procedure for the Enantioselective Alkynylation of Ketones Catalyzed by Zn(salen) Complexes |
| Record Nr. | UNINA-9910144327303321 |
| Weinheim, : Wiley-VCH, c2005 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Acetylene chemistry [[electronic resource] ] : chemistry, biology, and material science / / edited by F. Diederich, P.J. Stang, R.R. Tykwinski
| Acetylene chemistry [[electronic resource] ] : chemistry, biology, and material science / / edited by F. Diederich, P.J. Stang, R.R. Tykwinski |
| Pubbl/distr/stampa | Weinheim, : Wiley-VCH, c2005 |
| Descrizione fisica | 1 online resource (530 p.) |
| Disciplina | 547.413 |
| Altri autori (Persone) |
DiederichFrançois
StangPeter J TykwinskiR. R (Rik R.) |
| Soggetto topico |
Acetylene
Alkynes |
| ISBN |
1-280-51994-0
9786610519941 3-527-60548-7 3-527-60470-7 |
| Classificazione | 35.68 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Acetylene Chemistry; Preface; Contents; Symbols and Abbreviations; List of Contributors; 1 Theoretical Studies on Acetylenic Scaffolds; 1.1 Introduction; 1.2 Linear Acetylenic Scaffolds; 1.2.1 The Dicarbon Molecule and Acetylene; 1.2.2 Uncapped Pure sp Carbon Chains; 1.2.3 Capped All-sp Oligoacetylenic Chains; 1.2.4 Hybrid sp-sp(2) Oligoacetylenic Molecules; 1.2.5 Hybrid sp-sp(3) Oligoacetylenic Molecules; 1.3 Cyclic Acetylenic Scaffolds; 1.3.1 Hybrid sp-sp(3) Rings; 1.3.2 Hybrid sp-sp(2) Rings (Dehydroannulenes); 1.3.3 carbo-Heteroannulenes; 1.4 Star-Shaped Acetylenic Scaffolds
1.4.1 Atomic Cores1.4.2 Rod Cores; 1.4.3 Cyclic Cores; 1.5 Cage Acetylenic Scaffolds; 1.6 Conclusion; Acknowledgements; 2 Synthesis of Heterocycles and Carbocycles by Electrophilic Cyclization of Alkynes; 2.1 Introduction; 2.2 Cyclization of Oxygen Compounds; 2.2.1 Cyclization of Acetylenic Alcohols; 2.2.2 Cyclization of Acetylenic Phenols; 2.2.3 Cyclization of Acetylenic Ethers; 2.2.4 Cyclization of Acetylenic Acids and Derivatives; 2.2.5 Cyclization of Acetylenic Aldehydes and Ketones; 2.3 Cyclization of Sulfur and Selenium Compounds; 2.4 Cyclization of Nitrogen Compounds 2.4.1 Cyclization of Acetylenic Amines2.4.2 Cyclization of Acetylenic Amides; 2.4.3 Cyclization of Acetylenic Carbamates; 2.4.4 Cyclization of Acetylenic Sulfonamides; 2.4.5 Cyclization of Acetylenic Enamines and Imines; 2.4.6 Cyclization of Other Acetylenic Nitrogen Functional Groups; 2.5 Cyclization of Carbon onto Acetylenes; 2.5.1 Cyclization of Acetylenic Carbonyl Compounds and Derivatives; 2.5.2 Cyclization of Diacetylenes; 2.5.3 Cyclization of Aryl Acetylenes; 2.5.4 Cyclization of Acetylenic Organometallics; 2.6 Conclusions; 2.7 Representative Experimental Procedures 2.7.1 Synthesis of α-Methylene-γ-butyrolactones by Carbonylation of 1-Alkyn-4-ols2.7.2 Synthesis of 1-Alkoxyisochromenes by Cyclization of 2-(1-Alkynyl)benzaldehydes; 2.7.3 Synthesis of 3-Aryl(vinylic)indoles by Palladium-catalyzed Cross-coupling of Aryl Halides or Vinylic Triflates and 2-(1-Alkynyl)trifluoroacetanilides; 2.7.4 Synthesis of Pyridines by the Gold-catalyzed Cross-coupling of Ketones and Propargyl Amine; 2.7.5 Synthesis of 4-Iodoisoquinolines by the Cyclization of Iminoalkynes; 2.7.6 Synthesis of Cyclic Amines by Acetylene-Iminium Ion Cyclizations; Acknowledgements 3 Addition of Terminal Acetylides to CO and CN Electrophiles3.1 Introduction; 3.2 Background; 3.3 Additions with Stoichiometric Amounts of Metal Acetylides; 3.4 Nucleophilic CO Additions involving the Use of Zn(II) Salts; 3.5 Acetylene Additions to CN Electrophiles; 3.6 Conclusion; 3.7 Experimental Procedures; 3.7.1 General Procedure for the Enantioselective Alkynylation of Aldehydes by the Use of Stoichiometric Amounts of Zn(OTf)(2); 3.7.2 General Procedure for the Zn(OTf)(2)-Catalyzed Enantioselective Alkynylation of Aldehydes 3.7.3 General Procedure for the Enantioselective Alkynylation of Ketones Catalyzed by Zn(salen) Complexes |
| Record Nr. | UNINA-9910829862803321 |
| Weinheim, : Wiley-VCH, c2005 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Metal-catalyzed cross-coupling reactions [[electronic resource] /] / edited by Armin de Meijere and François Diederich
| Metal-catalyzed cross-coupling reactions [[electronic resource] /] / edited by Armin de Meijere and François Diederich |
| Autore | Meijere A. de |
| Edizione | [Second, completely revised and enlarged edition.] |
| Pubbl/distr/stampa | Weinheim, : Wiley-VCH, c2004 |
| Descrizione fisica | 1 online resource (xxii, 2 v. ) : ill. ; |
| Disciplina | 547/.2 |
| Altri autori (Persone) | DiederichFrançois |
| Soggetto topico |
Organic compounds - Synthesis
Metal catalysts |
| ISBN | 3-527-61953-4 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto | Mechanic aspects of metal-catalyzed C, C- and C, X-bond-forming reactions / Antonio M. Echavarren and Diego J. Cárdenas -- Metal-catalyzed cross-coupling reactions of organoboron compounds with organic halides / Norio Miyaura -- Organotin reagents in cross-coupling reactions / Terence N. Mitchell -- Organosilicon compounds in cross-coupling reactions / Scott E. Denmark and Ramzi F. Sweis -- Cross-coupling of organyl halides with alkenes: the Heck reaction / Stefan Bräse and Armin de Meijere -- Cross-coupling reactions to sp carbon atoms / Jeremiah A. Marsden and Michael M. Haley -- Carbometallation reactions / Ilan Marek, Nicka Chinkov, and Daniella Banon-Tenne -- Palladium-catalyzed 1,4-additions to conjugated dienes / Jan-E. Bäckvall -- Cross-coupling reactions via [pi]-allylmetal intermediates / Uli Kazmaier and Matthias Pohlman -- Palladium-catalyzed coupling reactions of propargyl compounds / Jiro Tsuji and Tadakatsu Mandai -- Carbon-carbon bond-forming reactions mediated by organozinc reagents / Paul Knochel, M. Isabel Calaza, and Eike Hupe -- Carbon-carbon bond-forming reactions mediated by organomagnesium reagents / Paul Knochel, Ioannis Sapountzis, and Nina Gommermann -- Palladium-catalyzed aromatic carbon-nitrogen bond formation / Lei Jiang and Stephen L. Buchwald -- The directed ortho-metallation (DoM) cross-coupling nexus, synthetic methodology for the formation of aryl-aryl and aryl-heteroatom-aryl bonds / Eric J.-G. Anctil and Victor Snieckus -- Palladium- or nickel-catalyzed cross-coupling with organometals containing zinc, aluminum, and zirconium: the Negishi coupling / Ei-ichi Negishi, Xingzhong Zeng, Ze Tan, Mingxing Qian, Qian Hu, and Zhihong Huang. |
| Record Nr. | UNINA-9910144278303321 |
Meijere A. de
|
||
| Weinheim, : Wiley-VCH, c2004 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Metal-catalyzed cross-coupling reactions [[electronic resource] /] / edited by Armin de Meijere and François Diederich
| Metal-catalyzed cross-coupling reactions [[electronic resource] /] / edited by Armin de Meijere and François Diederich |
| Autore | Meijere A. de |
| Edizione | [Second, completely revised and enlarged edition.] |
| Pubbl/distr/stampa | Weinheim, : Wiley-VCH, c2004 |
| Descrizione fisica | 1 online resource (xxii, 2 v. ) : ill. ; |
| Disciplina | 547/.2 |
| Altri autori (Persone) | DiederichFrançois |
| Soggetto topico |
Organic compounds - Synthesis
Metal catalysts |
| ISBN | 3-527-61953-4 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto | Mechanic aspects of metal-catalyzed C, C- and C, X-bond-forming reactions / Antonio M. Echavarren and Diego J. Cárdenas -- Metal-catalyzed cross-coupling reactions of organoboron compounds with organic halides / Norio Miyaura -- Organotin reagents in cross-coupling reactions / Terence N. Mitchell -- Organosilicon compounds in cross-coupling reactions / Scott E. Denmark and Ramzi F. Sweis -- Cross-coupling of organyl halides with alkenes: the Heck reaction / Stefan Bräse and Armin de Meijere -- Cross-coupling reactions to sp carbon atoms / Jeremiah A. Marsden and Michael M. Haley -- Carbometallation reactions / Ilan Marek, Nicka Chinkov, and Daniella Banon-Tenne -- Palladium-catalyzed 1,4-additions to conjugated dienes / Jan-E. Bäckvall -- Cross-coupling reactions via [pi]-allylmetal intermediates / Uli Kazmaier and Matthias Pohlman -- Palladium-catalyzed coupling reactions of propargyl compounds / Jiro Tsuji and Tadakatsu Mandai -- Carbon-carbon bond-forming reactions mediated by organozinc reagents / Paul Knochel, M. Isabel Calaza, and Eike Hupe -- Carbon-carbon bond-forming reactions mediated by organomagnesium reagents / Paul Knochel, Ioannis Sapountzis, and Nina Gommermann -- Palladium-catalyzed aromatic carbon-nitrogen bond formation / Lei Jiang and Stephen L. Buchwald -- The directed ortho-metallation (DoM) cross-coupling nexus, synthetic methodology for the formation of aryl-aryl and aryl-heteroatom-aryl bonds / Eric J.-G. Anctil and Victor Snieckus -- Palladium- or nickel-catalyzed cross-coupling with organometals containing zinc, aluminum, and zirconium: the Negishi coupling / Ei-ichi Negishi, Xingzhong Zeng, Ze Tan, Mingxing Qian, Qian Hu, and Zhihong Huang. |
| Record Nr. | UNINA-9910830833503321 |
|
Meijere A. de
|
||
| Weinheim, : Wiley-VCH, c2004 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Metal-catalyzed cross-coupling reactions / / edited by Armin de Meijere and François Diederich
| Metal-catalyzed cross-coupling reactions / / edited by Armin de Meijere and François Diederich |
| Autore | Meijere A. de |
| Edizione | [Second, completely revised and enlarged edition.] |
| Pubbl/distr/stampa | Weinheim, : Wiley-VCH, c2004 |
| Descrizione fisica | 1 online resource (xxii, 2 v. ) : ill. ; |
| Disciplina | 547/.2 |
| Altri autori (Persone) | DiederichFrançois |
| Soggetto topico |
Organic compounds - Synthesis
Metal catalysts |
| ISBN | 3-527-61953-4 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto | Mechanic aspects of metal-catalyzed C, C- and C, X-bond-forming reactions / Antonio M. Echavarren and Diego J. Cárdenas -- Metal-catalyzed cross-coupling reactions of organoboron compounds with organic halides / Norio Miyaura -- Organotin reagents in cross-coupling reactions / Terence N. Mitchell -- Organosilicon compounds in cross-coupling reactions / Scott E. Denmark and Ramzi F. Sweis -- Cross-coupling of organyl halides with alkenes: the Heck reaction / Stefan Bräse and Armin de Meijere -- Cross-coupling reactions to sp carbon atoms / Jeremiah A. Marsden and Michael M. Haley -- Carbometallation reactions / Ilan Marek, Nicka Chinkov, and Daniella Banon-Tenne -- Palladium-catalyzed 1,4-additions to conjugated dienes / Jan-E. Bäckvall -- Cross-coupling reactions via [pi]-allylmetal intermediates / Uli Kazmaier and Matthias Pohlman -- Palladium-catalyzed coupling reactions of propargyl compounds / Jiro Tsuji and Tadakatsu Mandai -- Carbon-carbon bond-forming reactions mediated by organozinc reagents / Paul Knochel, M. Isabel Calaza, and Eike Hupe -- Carbon-carbon bond-forming reactions mediated by organomagnesium reagents / Paul Knochel, Ioannis Sapountzis, and Nina Gommermann -- Palladium-catalyzed aromatic carbon-nitrogen bond formation / Lei Jiang and Stephen L. Buchwald -- The directed ortho-metallation (DoM) cross-coupling nexus, synthetic methodology for the formation of aryl-aryl and aryl-heteroatom-aryl bonds / Eric J.-G. Anctil and Victor Snieckus -- Palladium- or nickel-catalyzed cross-coupling with organometals containing zinc, aluminum, and zirconium: the Negishi coupling / Ei-ichi Negishi, Xingzhong Zeng, Ze Tan, Mingxing Qian, Qian Hu, and Zhihong Huang. |
| Record Nr. | UNINA-9911020273603321 |
|
Meijere A. de
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||
| Weinheim, : Wiley-VCH, c2004 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Modern supramolecular chemistry : strategies for macrocycle synthesis / / edited by Francois Diederich, Peter J. Stang and Rik R. Tykwinski
| Modern supramolecular chemistry : strategies for macrocycle synthesis / / edited by Francois Diederich, Peter J. Stang and Rik R. Tykwinski |
| Pubbl/distr/stampa | Weinheim, Germany : , : WILEY-VCH Verlag GmbH & Co. KGaA, , 2008 |
| Descrizione fisica | 1 online resource (420 p.) |
| Disciplina | 547.2 |
| Soggetto topico | Supramolecular chemistry |
| Soggetto genere / forma | Electronic books. |
| ISBN |
1-283-14038-1
9786613140388 3-527-62148-2 3-527-62149-0 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Modern Supramolecular Chemistry; Contents; Preface; List of Contributors; 1 Bioactive Macrocyclic Peptides and Peptide Mimics; 1.1 Introduction; 1.2 Selected Cyclic Peptides; 1.2.1 Vancomycin; 1.2.2 Lantibiotic: Nisin; 1.2.3 Cyclosporin A; 1.2.4 Cyclotheonamide A and B; 1.2.5 cyclo RGD Peptides as α(V)β(3) Antagonists; 1.2.6 SH2 Domain-Binding Peptides; 1.3 Conclusions; 1.4 Experimental: Selected Procedures; 1.4.1 Synthesis of Bicyclic Peptide 9: an Alkene-bridged Mimic of the Vancomycin C-D-E Cavity; 1.4.2 Synthesis of Cyclic Peptide 14: an Alkyne-bridged Mimic of the Nisin A-Ring Fragment
References2 Macrocycles by Ring-closure Metathesis; 2.1 Introduction; 2.2 How to Cyclize?; 2.2.1 A Thermodynamic versus Kinetic Issue; 2.2.2 General Experimental Conditions; 2.2.3 Influence of Polar Complexing Groups; 2.2.3.1 A Decisive Factor for Success; 2.2.3.2 The Titanium Trick; 2.2.3.3 A Particularly Favorable Case: The Template-Directed RCM; 2.2.4 Chemoselectivity; 2.2.5 Substrate ''Tuning''; 2.2.5.1 Configurational/Conformational Aspect; 2.2.5.2 Influence of Functional Group Protection; 2.3 Factors Influencing the Double-Bond Configuration; 2.3.1 A Thermodynamic versus Kinetic Issue 2.3.2 General Experimental Conditions2.3.3 Substrate ''Tuning''; 2.3.4 Solutions; 2.4 Ene-yne M-RCM; 2.5 Tandem Processes Involving M-RCM; 2.5.1 Tandem CM/RCM; 2.5.2 Tandem ROM/RCM; 2.5.3 Tandem RCM/ROM/RCM; 2.5.4 Ring-Expansion Metathesis; 2.5.5 Other One-Pot Multistep Processes; 2.5.6 M-RCM as Part of MCR Strategies; 2.6 Representative Synthetic Applications; 2.6.1 Salicylihalamides/Oximidines: Potent Antitumor Agents with Selective anti-V-ATPase Activity; 2.6.1.1 Salicylihalamides: Influence of the Catalyst; 2.6.1.2 Salicylihalamides: Influence of the Phenol Protecting Group 2.6.1.3 Salicylihalamides: Influence of the Alcohol-Protecting Group at C132.6.1.4 Salicylihalamides: Influence of the Nature of the C15 Side Chain; 2.6.1.5 Salicylihalamides: Miscellaneous; 2.6.1.6 Oximidines: Use of Relay Ring-closing Metathesis; 2.6.2 Radicicol-Type Macrolides: a Promising Family of Anticancer Resorcylides; 2.6.3 Coleophomones: a Versatile Access to this Class of Complex Polycyclic Diterpenes; 2.6.4 RCM in Supramolecular Chemistry; 2.7 Conclusion and Perspectives; 2.8 Experimental: Selected Procedures; 2.8.1 Synthesis of Compound 3 with Catalyst S1 [12] 2.8.2 Synthesis of Compound 6 with Catalyst G1 [13]2.8.3 Synthesis of Compound 8 with Catalyst G2 [14b]; 2.8.4 Synthesis of Compound 16 (R=SiMe(2)tBu) with Catalyst G1/Ti(OiPr)(4) [17]; 2.8.5 Synthesis of Compound 49 by RCAM [38]; 2.8.6 Synthesis of Compound 53 with G1 by ene-yne RCM [40a]; References; 3 Supramolecular Macrocycle Synthesis by H-bonding Assembly; 3.1 Introduction; 3.2 Strategies to Build up Supramolecular Macrocycles Based on Hydrogen Bonds; 3.3 Strategies to Build up Supramolecular Cavities and Capsules Based on Hydrogen Bonds; 3.4 Summary and Outlook 3.5 Experimental: Selected Procedures |
| Record Nr. | UNINA-9910144376203321 |
| Weinheim, Germany : , : WILEY-VCH Verlag GmbH & Co. KGaA, , 2008 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Modern supramolecular chemistry : strategies for macrocycle synthesis / / edited by Francois Diederich, Peter J. Stang and Rik R. Tykwinski
| Modern supramolecular chemistry : strategies for macrocycle synthesis / / edited by Francois Diederich, Peter J. Stang and Rik R. Tykwinski |
| Pubbl/distr/stampa | Weinheim, Germany : , : WILEY-VCH Verlag GmbH & Co. KGaA, , 2008 |
| Descrizione fisica | 1 online resource (420 p.) |
| Disciplina | 547.2 |
| Soggetto topico | Supramolecular chemistry |
| ISBN |
1-283-14038-1
9786613140388 3-527-62148-2 3-527-62149-0 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Modern Supramolecular Chemistry; Contents; Preface; List of Contributors; 1 Bioactive Macrocyclic Peptides and Peptide Mimics; 1.1 Introduction; 1.2 Selected Cyclic Peptides; 1.2.1 Vancomycin; 1.2.2 Lantibiotic: Nisin; 1.2.3 Cyclosporin A; 1.2.4 Cyclotheonamide A and B; 1.2.5 cyclo RGD Peptides as α(V)β(3) Antagonists; 1.2.6 SH2 Domain-Binding Peptides; 1.3 Conclusions; 1.4 Experimental: Selected Procedures; 1.4.1 Synthesis of Bicyclic Peptide 9: an Alkene-bridged Mimic of the Vancomycin C-D-E Cavity; 1.4.2 Synthesis of Cyclic Peptide 14: an Alkyne-bridged Mimic of the Nisin A-Ring Fragment
References2 Macrocycles by Ring-closure Metathesis; 2.1 Introduction; 2.2 How to Cyclize?; 2.2.1 A Thermodynamic versus Kinetic Issue; 2.2.2 General Experimental Conditions; 2.2.3 Influence of Polar Complexing Groups; 2.2.3.1 A Decisive Factor for Success; 2.2.3.2 The Titanium Trick; 2.2.3.3 A Particularly Favorable Case: The Template-Directed RCM; 2.2.4 Chemoselectivity; 2.2.5 Substrate ''Tuning''; 2.2.5.1 Configurational/Conformational Aspect; 2.2.5.2 Influence of Functional Group Protection; 2.3 Factors Influencing the Double-Bond Configuration; 2.3.1 A Thermodynamic versus Kinetic Issue 2.3.2 General Experimental Conditions2.3.3 Substrate ''Tuning''; 2.3.4 Solutions; 2.4 Ene-yne M-RCM; 2.5 Tandem Processes Involving M-RCM; 2.5.1 Tandem CM/RCM; 2.5.2 Tandem ROM/RCM; 2.5.3 Tandem RCM/ROM/RCM; 2.5.4 Ring-Expansion Metathesis; 2.5.5 Other One-Pot Multistep Processes; 2.5.6 M-RCM as Part of MCR Strategies; 2.6 Representative Synthetic Applications; 2.6.1 Salicylihalamides/Oximidines: Potent Antitumor Agents with Selective anti-V-ATPase Activity; 2.6.1.1 Salicylihalamides: Influence of the Catalyst; 2.6.1.2 Salicylihalamides: Influence of the Phenol Protecting Group 2.6.1.3 Salicylihalamides: Influence of the Alcohol-Protecting Group at C132.6.1.4 Salicylihalamides: Influence of the Nature of the C15 Side Chain; 2.6.1.5 Salicylihalamides: Miscellaneous; 2.6.1.6 Oximidines: Use of Relay Ring-closing Metathesis; 2.6.2 Radicicol-Type Macrolides: a Promising Family of Anticancer Resorcylides; 2.6.3 Coleophomones: a Versatile Access to this Class of Complex Polycyclic Diterpenes; 2.6.4 RCM in Supramolecular Chemistry; 2.7 Conclusion and Perspectives; 2.8 Experimental: Selected Procedures; 2.8.1 Synthesis of Compound 3 with Catalyst S1 [12] 2.8.2 Synthesis of Compound 6 with Catalyst G1 [13]2.8.3 Synthesis of Compound 8 with Catalyst G2 [14b]; 2.8.4 Synthesis of Compound 16 (R=SiMe(2)tBu) with Catalyst G1/Ti(OiPr)(4) [17]; 2.8.5 Synthesis of Compound 49 by RCAM [38]; 2.8.6 Synthesis of Compound 53 with G1 by ene-yne RCM [40a]; References; 3 Supramolecular Macrocycle Synthesis by H-bonding Assembly; 3.1 Introduction; 3.2 Strategies to Build up Supramolecular Macrocycles Based on Hydrogen Bonds; 3.3 Strategies to Build up Supramolecular Cavities and Capsules Based on Hydrogen Bonds; 3.4 Summary and Outlook 3.5 Experimental: Selected Procedures |
| Record Nr. | UNINA-9910830786903321 |
| Weinheim, Germany : , : WILEY-VCH Verlag GmbH & Co. KGaA, , 2008 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Templated organic synthesis [[electronic resource] /] / edited by François Diederich and Peter J. Stang
| Templated organic synthesis [[electronic resource] /] / edited by François Diederich and Peter J. Stang |
| Pubbl/distr/stampa | Weinheim ; ; Chichester, : Wiley-VCH, c2000 |
| Descrizione fisica | 1 online resource (432 p.) |
| Disciplina |
541.35
547.2 |
| Altri autori (Persone) |
StangP. J
DiederichFrançois |
| Soggetto topico |
Organic compounds - Synthesis
Physical organic chemistry |
| Soggetto genere / forma | Electronic books. |
| ISBN |
1-281-76417-5
9786611764173 3-527-61352-8 3-527-61353-6 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Templated Organic Synthesis; Contents; 1 Templates in Organic Synthesis: Definitions and Roles; 1.1 Introduction - Early Templates; 1.2 The Definition of a Molecular Template; 1.3 Roles of Templates; 1.3.1 Thermodynamic and Kinetic Templates; 1.3.2 Covalent and Non-covalent Template-Substrate Interactions; 1.3.3 Topology of Reaction; 1.3.3.1 Cyclization templates; 1.3.3.2 Linear templates; 1.3.3.3 Interweaving templates; 1.3.4 Scavenger Templates; 1.3.5 Negative Templates; 1.4 Measuring Template Effects; 1.4.1 Qualitative Detection of Template Effects
1.4.2 Quantification of Kinetic Template Effects in Terms of Effective Molarity, Substrate Affinity, and Maximum Rate Enhancement1.4.2.1 Linear templates; 1.4.2.2 Quantitative analysis of template effects in tethered reactions; 1.4.2.3 Cyclization templates; 1.5 Conclusion; Appendix 1a: Equations for Figure 1-5; Appendix 1b: Equations for Figure 1-10; References; 2 Templated Synthesis of Polymers - Molecularly Imprinted Materials for Recognition and Catalysis; 2.1 Introduction; 2.2 Preparation of Optically Active Linear Vinyl Polymers by Templated Synthesis 2.3 Exact Placement of Functional Groups on the Surfaces of Rigid Polymeric Materials Using Template Molecules2.4 Molecular Imprinting in Polymeric Materials Using Template Molecules; 2.4.1 The Principle; 2.4.2 The Optimization of the Structure of the Polymer Network; 2.4.3 The Role of the Binding-site Interactions; 2.4.4 Chiroptical Properties of the Crosslinked Polymers; 2.4.5 Chromatography Using Molecularly Imprinted Polymers; 2.4.6 Catalysis With Molecularly Imprinted Polymers; 2.4.7 Outlook; 2.5 Experimental Procedures; 2.5.1 Polymer from Scheme 2-5 2.5.1.1 Preparation of template monomer 7 [34]2.5.1.2 Preparation of the polymer [35]; 2.5.2 Polymer from Scheme 2-6; 2.5.2.1 Thermally initiated polymerization [36]; 2.5.2.2 Photochemically initiated polymerization [50]; 2.5.3 Polymer from Scheme 2-9 [136, 137]; 2.5.3.1 N-Ethyl-4-vinylbenzamide; 2.5.3.2 N-Ethyl-4-vinylbenzocarboximide acid ethyl ester; 2.5.3.3 N,N'-Diethyl-4-vinylbenzamidine (10a); 2.5.4 Preparation of the polymer [112]; References; 3 Templated Synthesis of Catenanes and Rotaxanes; 3.1 Introduction; 3.2 Metal-Templated Syntheses; 3.3 Hydrogen Bonding-assisted Syntheses 3.4 Hydrophobically Driven Syntheses3.5 Aromatic Templates; 3.6 Dialkylammonium-containing Rotaxanes; 3.7 Conclusions; 3.8 Experimental Procedures; 3.8.1 [2]Catenane 4 [13]; 3.8.2 [2]Catenane 12 [16]; 3.8.3 [2]Catenane 43 [31]; 3.8.4 [2]Rotaxane 51 [38]; 3.8.5 [2]Rotaxane 56 [381; 3.8.6 [2]Rotaxane 68 [45]; References; 4 Templated Synthesis of Carceplexes, Hemicarceplexes, and Capsules; 4.1 Introduction; 4.2 Carceplexes; 4.2.1 The First Soluble Carceplex; 4.2.1.1 Template ratios in the formation of an acetal-bridged carceplex; 4.2.1.2 Formation of a charged hydrogen bonded complex 4.2.1.3 Mechanism of formation for an acetal-bridged carceplex |
| Record Nr. | UNINA-9910144282803321 |
| Weinheim ; ; Chichester, : Wiley-VCH, c2000 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Templated organic synthesis [[electronic resource] /] / edited by François Diederich and Peter J. Stang
| Templated organic synthesis [[electronic resource] /] / edited by François Diederich and Peter J. Stang |
| Pubbl/distr/stampa | Weinheim ; ; Chichester, : Wiley-VCH, c2000 |
| Descrizione fisica | 1 online resource (432 p.) |
| Disciplina |
541.35
547.2 |
| Altri autori (Persone) |
StangP. J
DiederichFrançois |
| Soggetto topico |
Organic compounds - Synthesis
Physical organic chemistry |
| ISBN |
1-281-76417-5
9786611764173 3-527-61352-8 3-527-61353-6 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Templated Organic Synthesis; Contents; 1 Templates in Organic Synthesis: Definitions and Roles; 1.1 Introduction - Early Templates; 1.2 The Definition of a Molecular Template; 1.3 Roles of Templates; 1.3.1 Thermodynamic and Kinetic Templates; 1.3.2 Covalent and Non-covalent Template-Substrate Interactions; 1.3.3 Topology of Reaction; 1.3.3.1 Cyclization templates; 1.3.3.2 Linear templates; 1.3.3.3 Interweaving templates; 1.3.4 Scavenger Templates; 1.3.5 Negative Templates; 1.4 Measuring Template Effects; 1.4.1 Qualitative Detection of Template Effects
1.4.2 Quantification of Kinetic Template Effects in Terms of Effective Molarity, Substrate Affinity, and Maximum Rate Enhancement1.4.2.1 Linear templates; 1.4.2.2 Quantitative analysis of template effects in tethered reactions; 1.4.2.3 Cyclization templates; 1.5 Conclusion; Appendix 1a: Equations for Figure 1-5; Appendix 1b: Equations for Figure 1-10; References; 2 Templated Synthesis of Polymers - Molecularly Imprinted Materials for Recognition and Catalysis; 2.1 Introduction; 2.2 Preparation of Optically Active Linear Vinyl Polymers by Templated Synthesis 2.3 Exact Placement of Functional Groups on the Surfaces of Rigid Polymeric Materials Using Template Molecules2.4 Molecular Imprinting in Polymeric Materials Using Template Molecules; 2.4.1 The Principle; 2.4.2 The Optimization of the Structure of the Polymer Network; 2.4.3 The Role of the Binding-site Interactions; 2.4.4 Chiroptical Properties of the Crosslinked Polymers; 2.4.5 Chromatography Using Molecularly Imprinted Polymers; 2.4.6 Catalysis With Molecularly Imprinted Polymers; 2.4.7 Outlook; 2.5 Experimental Procedures; 2.5.1 Polymer from Scheme 2-5 2.5.1.1 Preparation of template monomer 7 [34]2.5.1.2 Preparation of the polymer [35]; 2.5.2 Polymer from Scheme 2-6; 2.5.2.1 Thermally initiated polymerization [36]; 2.5.2.2 Photochemically initiated polymerization [50]; 2.5.3 Polymer from Scheme 2-9 [136, 137]; 2.5.3.1 N-Ethyl-4-vinylbenzamide; 2.5.3.2 N-Ethyl-4-vinylbenzocarboximide acid ethyl ester; 2.5.3.3 N,N'-Diethyl-4-vinylbenzamidine (10a); 2.5.4 Preparation of the polymer [112]; References; 3 Templated Synthesis of Catenanes and Rotaxanes; 3.1 Introduction; 3.2 Metal-Templated Syntheses; 3.3 Hydrogen Bonding-assisted Syntheses 3.4 Hydrophobically Driven Syntheses3.5 Aromatic Templates; 3.6 Dialkylammonium-containing Rotaxanes; 3.7 Conclusions; 3.8 Experimental Procedures; 3.8.1 [2]Catenane 4 [13]; 3.8.2 [2]Catenane 12 [16]; 3.8.3 [2]Catenane 43 [31]; 3.8.4 [2]Rotaxane 51 [38]; 3.8.5 [2]Rotaxane 56 [381; 3.8.6 [2]Rotaxane 68 [45]; References; 4 Templated Synthesis of Carceplexes, Hemicarceplexes, and Capsules; 4.1 Introduction; 4.2 Carceplexes; 4.2.1 The First Soluble Carceplex; 4.2.1.1 Template ratios in the formation of an acetal-bridged carceplex; 4.2.1.2 Formation of a charged hydrogen bonded complex 4.2.1.3 Mechanism of formation for an acetal-bridged carceplex |
| Record Nr. | UNISA-996201947303316 |
| Weinheim ; ; Chichester, : Wiley-VCH, c2000 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. di Salerno | ||
| ||
Templated organic synthesis [[electronic resource] /] / edited by François Diederich and Peter J. Stang
| Templated organic synthesis [[electronic resource] /] / edited by François Diederich and Peter J. Stang |
| Pubbl/distr/stampa | Weinheim ; ; Chichester, : Wiley-VCH, c2000 |
| Descrizione fisica | 1 online resource (432 p.) |
| Disciplina |
541.35
547.2 |
| Altri autori (Persone) |
StangP. J
DiederichFrançois |
| Soggetto topico |
Organic compounds - Synthesis
Physical organic chemistry |
| ISBN |
1-281-76417-5
9786611764173 3-527-61352-8 3-527-61353-6 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Templated Organic Synthesis; Contents; 1 Templates in Organic Synthesis: Definitions and Roles; 1.1 Introduction - Early Templates; 1.2 The Definition of a Molecular Template; 1.3 Roles of Templates; 1.3.1 Thermodynamic and Kinetic Templates; 1.3.2 Covalent and Non-covalent Template-Substrate Interactions; 1.3.3 Topology of Reaction; 1.3.3.1 Cyclization templates; 1.3.3.2 Linear templates; 1.3.3.3 Interweaving templates; 1.3.4 Scavenger Templates; 1.3.5 Negative Templates; 1.4 Measuring Template Effects; 1.4.1 Qualitative Detection of Template Effects
1.4.2 Quantification of Kinetic Template Effects in Terms of Effective Molarity, Substrate Affinity, and Maximum Rate Enhancement1.4.2.1 Linear templates; 1.4.2.2 Quantitative analysis of template effects in tethered reactions; 1.4.2.3 Cyclization templates; 1.5 Conclusion; Appendix 1a: Equations for Figure 1-5; Appendix 1b: Equations for Figure 1-10; References; 2 Templated Synthesis of Polymers - Molecularly Imprinted Materials for Recognition and Catalysis; 2.1 Introduction; 2.2 Preparation of Optically Active Linear Vinyl Polymers by Templated Synthesis 2.3 Exact Placement of Functional Groups on the Surfaces of Rigid Polymeric Materials Using Template Molecules2.4 Molecular Imprinting in Polymeric Materials Using Template Molecules; 2.4.1 The Principle; 2.4.2 The Optimization of the Structure of the Polymer Network; 2.4.3 The Role of the Binding-site Interactions; 2.4.4 Chiroptical Properties of the Crosslinked Polymers; 2.4.5 Chromatography Using Molecularly Imprinted Polymers; 2.4.6 Catalysis With Molecularly Imprinted Polymers; 2.4.7 Outlook; 2.5 Experimental Procedures; 2.5.1 Polymer from Scheme 2-5 2.5.1.1 Preparation of template monomer 7 [34]2.5.1.2 Preparation of the polymer [35]; 2.5.2 Polymer from Scheme 2-6; 2.5.2.1 Thermally initiated polymerization [36]; 2.5.2.2 Photochemically initiated polymerization [50]; 2.5.3 Polymer from Scheme 2-9 [136, 137]; 2.5.3.1 N-Ethyl-4-vinylbenzamide; 2.5.3.2 N-Ethyl-4-vinylbenzocarboximide acid ethyl ester; 2.5.3.3 N,N'-Diethyl-4-vinylbenzamidine (10a); 2.5.4 Preparation of the polymer [112]; References; 3 Templated Synthesis of Catenanes and Rotaxanes; 3.1 Introduction; 3.2 Metal-Templated Syntheses; 3.3 Hydrogen Bonding-assisted Syntheses 3.4 Hydrophobically Driven Syntheses3.5 Aromatic Templates; 3.6 Dialkylammonium-containing Rotaxanes; 3.7 Conclusions; 3.8 Experimental Procedures; 3.8.1 [2]Catenane 4 [13]; 3.8.2 [2]Catenane 12 [16]; 3.8.3 [2]Catenane 43 [31]; 3.8.4 [2]Rotaxane 51 [38]; 3.8.5 [2]Rotaxane 56 [381; 3.8.6 [2]Rotaxane 68 [45]; References; 4 Templated Synthesis of Carceplexes, Hemicarceplexes, and Capsules; 4.1 Introduction; 4.2 Carceplexes; 4.2.1 The First Soluble Carceplex; 4.2.1.1 Template ratios in the formation of an acetal-bridged carceplex; 4.2.1.2 Formation of a charged hydrogen bonded complex 4.2.1.3 Mechanism of formation for an acetal-bridged carceplex |
| Record Nr. | UNINA-9910830672003321 |
| Weinheim ; ; Chichester, : Wiley-VCH, c2000 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||