Advances in Heterocyclic Chemistry
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Table of contents
- Contentsv
- Contributorsvii
- Prefaceix
- Chapter 1. Prototropic Tautomerism of Heterocycles: Heteroaromatic Tautomerism„General Overview an1
- I. Introduction2
- II. General Discussion3
- III. Theoretical Methods10
- IV. Chemical vs Physical Methods for the Study of Tautomerism24
- V. Nonspectroscopic Physical Methods24
- VI. Nuclear Magnetic Resonance31
- VII. Other Spectroscopic Methods46
- VIII. Fluorescence Spectroscopy and Excited State Proton Transfer53
- IX. Tautomerism and Aromaticity58
- X. Tautomerism and Reactivity58
- XI. Tautomerism in Organometallic and Coordination Chemistry60
- XII. Tautomerism and Biological Activity61
- XIII. Tautomerism and Supramolecular Chemistry62
- XIV. Criteria for Choice of Physical Methods62
- XV. Conclusions63
- References64
- Chapter 2. Tautomerism of Heterocycles: Five-Membered Rings with One Heteroatom85
- I. Introduction86
- II. Annular Tautomerism of Five-Membered Rings88
- III. Compounds with Potential Hydroxy Groups95
- IV. Compounds with Potential Mercapto Groups123
- V. Compounds with Potential Amino Groups125
- VI. Compounds with a Potential Hydroxy and a Potential Amino Group131
- VII. Compounds with Potential Methyl Groups133
- VIII. Other Substituted Furans,Thiophenes, Pyrroles, and Their Benzo Derivatives134
- References137
- Chapter 3. Tautomerism of Heterocycles: Five-Membered Rings with Two or More Heteroatoms157
- I. Annular Tautomerism159
- II. Side-Chain Tautomerism205
- III. Ring-Chain Tautomerism252
- IV. Valence Tautomerism260
- V. Tautomeric Transformations in the Electronic Excited States281
- VI. Stabilization of Unusual Tautomeric Forms of Azoles and Their Derivatives in Metal Coordination286
- References296
Established in 1960, Advances in Heterocyclic Chemistry is the definitive serial in the area--one of great importance to organic chemists, polymer chemists, and many biological scientists. Written by established authorities in the field, the comprehensive reviews combine descriptive chemistry and mechanistic insight and yield an understanding of how the chemistry drives the properties.