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Six-Membered Heterocyclic Nitrogen Compounds with Three Condensed Rings, Volume 12
C. F. H. Allen (Author)
9780470378519, Wiley
Hardback, published 27 June 2007
648 pages
23.8 x 16.1 x 4.4 cm, 1.247 kg
The Chemistry of Heterocyclic Compounds, since its inception, has been recognized as a cornerstone of heterocyclic chemistry. Each volume attempts to discuss all aspects – properties, synthesis, reactions, physiological and industrial significance – of a specific ring system. To keep the series up-to-date, supplementary volumes covering the recent literature on each individual ring system have been published. Many ring systems (such as pyridines and oxazoles) are treated in distinct books, each consisting of separate volumes or parts dealing with different individual topics. With all authors are recognized authorities, the Chemistry of Heterocyclic Chemistry is considered worldwide as the indispensable resource for organic, bioorganic, and medicinal chemists.
Preface vii Introduction 1 Mechanism of Ring Closure 7 I. Azaanthracenes 14 1. Monoazaanthracenes 14 A. 1-Azaanthracene 14 B. 2-Azaanthracene 55 2. Diazaanthracenes 72 A. 1,2-Diazaanthracene 73 B. 1,3-Diazaanthracene 74 C. 1,4-Diazaanthracene 79 D. 1,5-Diazaanthracene 81 E. 1,8-Diazaanthracene 85 F. 1,9-Diazaanthracene 91 G. 1,10-Diazaanthracene 98 H. 2,3-Diazaanthracene 101 I. 2,6-Diazaanthracene 103 J. 2,9-Diazaanthracene 103 K. 2,10-Diazaanthracene 104 3. Triazaanthracenes 118 Nomenclature 118 A. 1,2,3-Triazaanthracene 118 B. 1,2,4-Triazaanthracene 119 C. 1,3,9-Triazaanthracene 119 D. 1,8,9-Triazaanthracene 122 E. 1,9,10-Triazaanthracene 123 F. 2,3,9-Triazaanthracene 124 G. 2,9,10-Triazaanthracene 125 4. Tetrazaanthracenes 130 Nomenclature 130 A. 1,2,7,8-Tetrazaanthracene 130 B. 1,3,5,7-Tetrazaanthracene 131 C. 1,3,6,8-Tetrazaanthracene 133 D. 1,4,5,8-Tetrazaanthracene 135 E. 1,4,9,10-Tetrazaanthracene 136 F. 2,3,6,7-Tetrazaanthracene 139 G. 2,7,9,10-Tetrazaanthracenc 141 5. Pentazaanthracenes 147 A. 1,3,8,9,10-Pentazaanthracene 147 6. Hexazaanthracenes 151 A. 1,3,6,8 9,10-Hexazaanthracene 151 B. 1,3,5,7,9,10-Hexazaanthracene 157 C. 1,2,4,5,7,8-Hexazaanthracene 158 References 161 II. Azaphenanthrenes 165 1. Monoazaphenanthrenes 165 A. I-Azaphenanthrene 165 B. 2-Azaphenanthrene 206 C. 3-Azaphenanthrene 209 References 211 III. 4-Azaphenanthrenes 216 A. Nomenclature 216 B. Synthesis of the 4-Azaphenanthrene System 217 C. Derivatives 237 D. Reactions of the Ring 243 E. Properties 254 F. Uses 255 References 266 IV. 5-Azaphenanthrenes 271 A. Nomenclature 271 B. Methods of Synthesis 272 C. Phenanthridinium Salts 287 D. Aminoalkylphenanthridines 292 E. Plant Alkaloids of the Phenanthridine Group 294 F. Reactions of Phenanthridine Derivatives 297 G. Oxidation 301 H. Direct Substitution 302 I. Properties 303 J. Tables 305 References 316 V. Diazaphenanthrenes (except Phenanthrolines) 320 A. 1,2-Diazaphenanthrene 320 B. 1,3-Diazaphenanthrene 322 C. 1,4-Diazaphenanthrene 328 D. 1,6-Diazaphenanthrene 356 E. 1,8-Diazaphenanthrene 358 F. 2,3-Diazaphenanthrene 359 G. 2,4-Diazaphenanthrene 360 H. 3,5-Diazaphcnanthrene 362 I. 3,6-Diazaphenanthrene 364 J. 3,8-Diazaphenanthrene 369 K. 4,5-Diazaphenanthrene 370 L. 5,6-Diazaphenanthrene 371 References 382 VI. 1,10-, 1,7-, and 4,7-Diazaphenanthrenes 386 Introduction 386 A. 1,10-Diazaphenanthrene 387 B. 1,7-Diazaphenanthrene 409 C. 4,7-Diazaphenanthrene 435 References 454 VII. Other Polyazaphenanthrenes 457 A. 1,2,3-Triazaphenanthrene 457 B. 1,2,4-Triazaphenanthrene 458 C. 1,2,10-Triazaphenanthrene 464 D. 1,3,4-Triazaphenanthrene 465 E. 1,3,7-Triazaphenanthrene 470 F. 1,4,7-Triazaphenanthrene 472 G. 1,5,7-Triazaphenanthrene 474 H. 1,6,7-Triazaphenanthrene 474 I. 2,4,6-Triazaphenanthrene 475 J. 2,5,6-Triazaphenanthrene 476 K. 4,5,7-Triazaphenanthrene 477 L. 1,2,3,4-Tetrazaphenanthrene 478 M. 1,4,7,10-Tetrazaphenanthrene 479 N. 2,3,4,6-Tetrazaphenanthrene 480 O. 2,3,5,6-Tetrazaphenanthrene 481 P. 1,3,5,6,8,10-Hexazaphenanthrene 482 References 482 VIII. Azabenzonaphthenes 484 1. Historical 484 2. Nomenclature 485 3. Monoazabenzonaphthenes 485 4. Polyazabenzonaphthenes 517 References 546 IX. The Ultraviolet Absorption Spectra of Polycyclic Heterocyclic Aromatic Compounds 551 1. Aromatic Hydrocarbons and Azahydrocarbons 551 2. The Color of Aromatic Azahydrocarbons 558 3. Absorption Spectra of Diazines and Related Compounds 559 4. The Effect of Substituents 561 References 566 Naphthalimides: Addendum 567 Index 571
By C. V. Wilson
By G. A. Reynolds
By C. V. Wilson
By John R. Thirtle
By J. A. Van Allan
By J. A. Van Allan
By John R.Thirtle
By Bruce Graham
By John R. Thirtle
By James H. Richmond
By G. M. Badger
By C. F. H. Allen
Subject Areas: Chemistry [PN]
