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Quinone methides [[electronic resource] /] / edited by Steven E. Rokita
| Quinone methides [[electronic resource] /] / edited by Steven E. Rokita |
| Pubbl/distr/stampa | Hoboken, N.J., : Wiley, 2009 |
| Descrizione fisica | 1 online resource (460 p.) |
| Disciplina |
547.2
547/.2 |
| Altri autori (Persone) | RokitaSteven Edward |
| Collana | Wiley series on reactive intermediates in chemistry and biology |
| Soggetto topico | Intermediates (Chemistry) |
| ISBN |
1-282-68959-2
9786612689598 0-470-45288-9 0-470-45287-0 |
| Formato | Materiale a stampa  |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
QUINONE METHIDES; CONTENTS; Preface to Series; Introduction; Contributors; 1 Photochemical Generation and Characterization of Quinone Methides; 1.1 Introduction; 1.2 Quinone Methides from Benzylic Photoelimination; 1.2.1 Photoelimination of Fluoride; 1.2.2 Photodehydration; 1.2.3 Photoelimination of Quaternary Ammonium Salts; 1.2.4 Photoelimination of Alcohols and Esters; 1.3 Quinone Methides from ESIPT to Unsaturated Systems; 1.3.1 Quinone Methides from ESIPT to Carbonyls; 1.3.2 Quinone Methides from ESIPT to Alkenes and Alkynes; 1.3.3 Quinone Methides from ESIPT to Aromatic Carbon
1.4 Other Photochemical Routes to Quinone Methides1.5 Conclusions and Outlook; References; 2 Modeling Properties and Reactivity of Quinone Methides by DFT Calculations; 2.1 Introduction; 2.2 QM Reactivity as Alkylating Agents; 2.2.1 Computational Models; 2.2.1.1 Basis Set Choice; 2.2.1.2 Energetics of the Benzylation by o-QM in the Gas Phase and in Aqueous Solution; 2.2.2 H-Bonding and Solvent Effects in the Benzylation of Purine and Pyrimidine Bases; 2.2.2.1 Cytosine Benzylation under Kinetic Control; 2.2.2.2 Stability/Reactivity of the QM-Cytosine Conjugates 2.2.2.3 Purine Bases Benzylation: Kinetic and Thermodynamic Aspects2.3 Reactivity as Heterodiene; 2.4 Tautomerizations Involving Quinones and Quinone Methides; 2.4.1 QM Versus Quinone Stability: Substituent Effects; 2.5 o-Quinone Methide Metal Complexes; 2.5.1 Geometries and Reactivity as Function of the Metal and the Structural Features; 2.6 Generation of o-QM; 2.6.1 Generation of o-QM Tethered to Naphthalene Diimides by Mild Activation; 2.6.2 Thermal Generation of o-QM in Oxidative Processes in the Gas Phase; 2.7 Thermal Decomposition of o-QM in the Gas Phase 2.8 QM Generation in Lignin Formation2.9 Conclusion and Perspective; References; 3 Quinone Methide Stabilization by Metal Complexation; 3.1 Introduction; 3.2 QM-Based Pincer Complexes; 3.2.1 Formation; 3.2.2 Reactivity and Modifications; 3.2.3 Os-Based, p-QM Complexes; 3.3 One-Site Coordinated QM Complexes; 3.3.1 η(2)-ortho-QM Complexes; 3.3.1.1 Formation; 3.3.1.2 Release and Reactivity of η(2)-o-QMs; 3.3.2 η(2)-p-QM Complexes; 3.3.2.1 Formation; 3.3.2.2 Controlled Release and Modification of η(2)-p-QMs; 3.4 η(4)-Coordinated QM Complexes; 3.4.1 Formation of η(4)-Coordinated QM Complexes 3.4.2 Reactivity of η(4)-Coordinated QM Complexes3.4.3 η(4)-Coordinated QM Complexes of Mn; 3.5 Characterization of QM Complexes; 3.5.1 IR; 3.5.2 (1)H and (13)C {(1)H} NMR; 3.5.3 X-Ray; 3.6 Conclusion and Future Applications; Acknowledgments; References; 4 Intermolecular Applications of o-Quinone Methides (o-QMs) Anionically Generated at Low Temperatures: Kinetic Conditions; 4.1 Introduction to o-QMs; 4.2 Thermal Generation Conditions; 4.3 Low-Temperature Kinetic Generation of o-QMs; 4.3.1 Formation of the o-QMs Triggered by Fluoride Ion; 4.3.2 Stepwise Formation of o-QMs 4.3.3 Kinetically Controlled Cycloadditions |
| Record Nr. | UNINA-9910146086703321 |
| Hoboken, N.J., : Wiley, 2009 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Quinone methides / / edited by Steven E. Rokita
| Quinone methides / / edited by Steven E. Rokita |
| Edizione | [1st ed.] |
| Pubbl/distr/stampa | Hoboken, N.J., : Wiley, 2009 |
| Descrizione fisica | 1 online resource (460 p.) |
| Disciplina |
547.2
547/.2 |
| Altri autori (Persone) | RokitaSteven Edward |
| Collana | Wiley series on reactive intermediates in chemistry and biology |
| Soggetto topico | Intermediates (Chemistry) |
| ISBN |
1-282-68959-2
9786612689598 0-470-45288-9 0-470-45287-0 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
QUINONE METHIDES; CONTENTS; Preface to Series; Introduction; Contributors; 1 Photochemical Generation and Characterization of Quinone Methides; 1.1 Introduction; 1.2 Quinone Methides from Benzylic Photoelimination; 1.2.1 Photoelimination of Fluoride; 1.2.2 Photodehydration; 1.2.3 Photoelimination of Quaternary Ammonium Salts; 1.2.4 Photoelimination of Alcohols and Esters; 1.3 Quinone Methides from ESIPT to Unsaturated Systems; 1.3.1 Quinone Methides from ESIPT to Carbonyls; 1.3.2 Quinone Methides from ESIPT to Alkenes and Alkynes; 1.3.3 Quinone Methides from ESIPT to Aromatic Carbon
1.4 Other Photochemical Routes to Quinone Methides1.5 Conclusions and Outlook; References; 2 Modeling Properties and Reactivity of Quinone Methides by DFT Calculations; 2.1 Introduction; 2.2 QM Reactivity as Alkylating Agents; 2.2.1 Computational Models; 2.2.1.1 Basis Set Choice; 2.2.1.2 Energetics of the Benzylation by o-QM in the Gas Phase and in Aqueous Solution; 2.2.2 H-Bonding and Solvent Effects in the Benzylation of Purine and Pyrimidine Bases; 2.2.2.1 Cytosine Benzylation under Kinetic Control; 2.2.2.2 Stability/Reactivity of the QM-Cytosine Conjugates 2.2.2.3 Purine Bases Benzylation: Kinetic and Thermodynamic Aspects2.3 Reactivity as Heterodiene; 2.4 Tautomerizations Involving Quinones and Quinone Methides; 2.4.1 QM Versus Quinone Stability: Substituent Effects; 2.5 o-Quinone Methide Metal Complexes; 2.5.1 Geometries and Reactivity as Function of the Metal and the Structural Features; 2.6 Generation of o-QM; 2.6.1 Generation of o-QM Tethered to Naphthalene Diimides by Mild Activation; 2.6.2 Thermal Generation of o-QM in Oxidative Processes in the Gas Phase; 2.7 Thermal Decomposition of o-QM in the Gas Phase 2.8 QM Generation in Lignin Formation2.9 Conclusion and Perspective; References; 3 Quinone Methide Stabilization by Metal Complexation; 3.1 Introduction; 3.2 QM-Based Pincer Complexes; 3.2.1 Formation; 3.2.2 Reactivity and Modifications; 3.2.3 Os-Based, p-QM Complexes; 3.3 One-Site Coordinated QM Complexes; 3.3.1 η(2)-ortho-QM Complexes; 3.3.1.1 Formation; 3.3.1.2 Release and Reactivity of η(2)-o-QMs; 3.3.2 η(2)-p-QM Complexes; 3.3.2.1 Formation; 3.3.2.2 Controlled Release and Modification of η(2)-p-QMs; 3.4 η(4)-Coordinated QM Complexes; 3.4.1 Formation of η(4)-Coordinated QM Complexes 3.4.2 Reactivity of η(4)-Coordinated QM Complexes3.4.3 η(4)-Coordinated QM Complexes of Mn; 3.5 Characterization of QM Complexes; 3.5.1 IR; 3.5.2 (1)H and (13)C {(1)H} NMR; 3.5.3 X-Ray; 3.6 Conclusion and Future Applications; Acknowledgments; References; 4 Intermolecular Applications of o-Quinone Methides (o-QMs) Anionically Generated at Low Temperatures: Kinetic Conditions; 4.1 Introduction to o-QMs; 4.2 Thermal Generation Conditions; 4.3 Low-Temperature Kinetic Generation of o-QMs; 4.3.1 Formation of the o-QMs Triggered by Fluoride Ion; 4.3.2 Stepwise Formation of o-QMs 4.3.3 Kinetically Controlled Cycloadditions |
| Record Nr. | UNINA-9910811550103321 |
| Hoboken, N.J., : Wiley, 2009 | ||
| Materiale a stampa | ||
| Lo trovi qui: Univ. Federico II | ||
| ||