Modern supramolecular chemistry : strategies for macrocycle synthesis / / edited by Francois Diederich, Peter J. Stang and Rik R. Tykwinski

• Pubblicazione: Weinheim, Germany : , : WILEY-VCH Verlag GmbH & Co. KGaA, , 2008; ©2008
• Descrizione fisica: 1 online resource (420 p.)
• Disciplina: 547.2
• Soggetto topico: Supramolecular chemistry
• Persona (resp. second.): DiederichFrançois; StangPeter J.; TykwinskiR. R (Rik R.)
• Note generali: Description based upon print version of record.
• Nota di bibliografia: Includes bibliographical references at the end of each chapters and index.
• 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
• Sommario/riassunto: Written by internationally acclaimed experts, this handy volume covers all major classes of supramolecular compounds. Chapters include cyclophanes, resorcinarene and calixarene synthesis, supramolecular metallomacrocycles and macrocycle synthesis, rotaxane and catenane synthesis, cucurbiturils and porphyrins, as well as macrocyclic drugs.Each chapter contains experimental procedures allowing fast access to this type of synthetic chemistry.
• Titolo autorizzato: Modern 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: Inglese
• Record Nr.: 9910830786903321
• Lo trovi qui: Univ. Federico II