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Diazo chemistry: 1 Aromatic and heteroaromatic compounds

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Bibliographic Details
Main Author:	Zollinger, Heinrich (Author)
Format:	Book
Language:	English
Published:	Weinheim [u.a.] VCH 1994
Online Access:	Inhaltsverzeichnis
Physical Description:	XIII, 453 S. graph. Darst.
ISBN:	3527292136 1560818786

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MARC


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adam_text	HEINRICH ZOLLINGER DIAZO CHEMISTRY I AROMATIC AND HETEROAROMATIC COMPOUNDS VCH WEINHEIM * NEW YORK BASEL * CAMBRIDGE * TOKYO CONTENTS 1 INTRODUCTION 1 1.1 HISTORY OF AROMATIC AND HETEROAROMATIC DIAZO COMPOUNDS 1 1.2 NOMENCLATURE 3 1.3 GENERAL REFERENCES 9 2 METHODS FOR THE PREPARATION OF AROMATIC AND HETEROAROMATIC DIAZO COM- POUNDS 11 2.1 DIAZOTIZATION OF AMINES WITH ALKALI NITRITE IN DILUTE AQUEOUS MINERAL ACIDS 11 2.2 DIAZOTIZATION IN CONCENTRATED MINERAL ACID 20 2.3 ISOLATION OF DIAZONIUM SALTS 24 2.4 DIAZOTIZATION OF 2- AND 4-AMINOPHENOLS 25 2.5 FORMATION OF DIAZONIUM SALTS UNDER ANHYDROUS CONDITIONS 30 2.6 OTHER REACTIONS INVOLVING FORMATION OF AROMATIC DIAZONIUM IONS 32 3 KINETICS AND MECHANISM OF DIAZOTIZATION 39 3.1 HISTORICAL DEVELOPMENT 39 3.2 INFLUENCE OF ACIDITY ON THE RATE AND MECHANISM OF DIAZOTIZATION IN AQUEOUS SULFURIC AND PERCHLORIC ACIDS 44 3.3 NUCLEOPHILIC CATALYSIS OF DIAZOTIZATION 54 3.4 TRANSFORMATION OF THE N-NITROSOAMINE INTERMEDIATE INTO THE DIAZONIUM ION 58 4 THE STRUCTURE OF DIAZONIUM COMPOUNDS 65 4.1 INTRODUCTORY REMARKS 65 4.2 STRUCTURE OF ARENEDIAZONIUM SALTS 66 4.3 THEORETICAL INVESTIGATIONS 82 5 ACID-BASE AND ISOMERIZATION REACTIONS OF DIAZO COMPOUNDS IN WATER 89 5.1 THE AROMATIC DIAZONIUM ION AS A DIBASIC ACID 89 5.2 THE COMBINED SYSTEM OF ACID-BASE ADDITION, (Z)/(E)- AND PRO- TOTROPIC ISOMERIZATION REACTIONS OF ARENEDIAZONIUM IONS 96 5.3 KINETICS AND EQUILIBRIA OF ARENEDIAZONIUM IONS IN WATER 98 6 ADDITIONS OF OTHER NUCLEOPHILES TO ARENEDIAZONIUM IONS 107 6.1 INTRODUCTION 107 6.2 O-COUPLING 108 CONTENTS 5-COUPLING 116 7V-COUPLING 120 P-COUPLING 126 C-COUPLING 127 INTRAMOLECULAR COUPLING 131 6.7.1 INTRODUCTION 131 6.7.2 7V-COUPLING 131 6.7.3 O-COUPLING 136 6.7.4 S-COUPLING 136 6.7.5 C-COUPLING 137 7 STRUCTURAL AND MECHANISTIC ASPECTS OF ADDITIONS OF NUCLEOPHILES TO DIAZONIUM IONS 143 7.1 (Z)/()-ISOMERISM 143 7.2 INVESTIGATIONS ON REACTIVITIES BY THE INTERPRETATION OF SUBSTITUENT EF- FECTS: THE HAMMETT AND RELATED EQUATIONS 148 7.3 THE ELECTRONIC INFLUENCE OF THE DIAZONIO GROUP AS A SUBSTITUENT 151 7.4 INFLUENCE OF SUBSTITUENTS ON THE ADDITION OF NUCLEOPHILES TO ARENEDIAZONIUM IONS 153 8 DEDIAZONIATION OF ARENEDIAZONIUM IONS 161 8.1 INTRODUCTION TO DEDIAZONIATION IN GENERAL 161 8.2 MULTIPLICITY OF PATHWAYS AND PRODUCTS 162 8.3 THE D N + A N MECHANISM OF DEDIAZONIATION 166 8.4 MOLECULAR ORBITAL INVESTIGATIONS ON HETEROLYTIC DEDIAZONIATIONS AND ON ARYL CATIONS 177 8.5 DEDIAZONIATIONS VIA ARYNE INTERMEDIATES 183 8.6 DEDIAZONIATION INITIATED BY AN ELECTRON TRANSFER 188 8.7 SOLVENT EFFECTS IN COMPETITIVE HOMOLYTIC AND HETEROLYTIC DEDIAZONIATION 197 8.8 DEDIAZONIATION IN ALKALINE AQUEOUS SOLUTIONS 200 8.9 DEDIAZONIATION IN HIGHLY NUCLEOPHILIC SOLVENTS AND IN THE PRESENCE OF GOOD NUCLEOPHILES 205 8.10 DEDIAZONIATION IN ALCOHOLS 208 9 LOGIC, PSYCHOLOGY, AND SERENDIPITY OF SCIENTIFIC DISCOVERIES - AN INTERLUDE 213 10 APPLICATIONS OF HETEROLYTIC AND HOMOLYTIC DEDIAZONIATIONS IN ORGANIC SYNTHESES 221 10.1 INTRODUCTORY REMARKS 221 10.2 HYDRO-DE-DIAZONIATION 222 10.3 HYDROXY- AND MERCAPTO-DE-DIAZONIATIONS AND RELATED REACTIONS 225 10.4 FLUORO-DE-DIAZONIATION 228 XII 6.3 6.4 6.5 6.6 6.7 CONTENTS XIII 10.5 CHLORO-, BROMO-, AND CYANO-DE-DIAZONIATIONS: THE SANDMEYER REACTION 230 10.6 IODO-DE-DIAZONIATION AND RELATED REACTIONS 235 10.7 AZIDO-DE-DIAZONIATION 240 10.8 DEDIAZONIATION IN THE PRESENCE OF CARBONYL, SULFONYL, AND RELATED COMPOUNDS 240 10.9 REPLACEMENT OF THE DIAZONIO GROUP BY ALKENES AND ALKYNES: THE MEERWEIN REACTION 243 10.10 ARYLATION OF AROMATIC COMPOUNDS: THE GOMBERG-BACHMANN AND RELATED REACTIONS 253 10.11 INTRAMOLECULAR ARYLATION OF AROMATIC AND ALKENE SP 2 -HYBRIDIZED CAR- BON ATOMS 261 10.12 METALLO-DE-DIAZONIATIONS AND ARYLATION OF TRANSITION ELEMENTS 273 10.13 PHOTOLYTIC DEDIAZONIATIONS AND THEIR APPLICATIONS IN SYNTHESIS AND IN IMAGE TECHNOLOGY 277 11 HOST-GUEST COMPLEXATION OF ARENEDIAZONIUM SALTS 289 11.1 FORMATION AND STRUCTURE 289 11.2 COMPLEXATION EQUILIBRIA AND COMPLEX PROPERTIES 296 12 AZO COUPLING REACTIONS 305 12.1 INTRODUCTION 305 12.2 AROMATIC AND HETEROAROMATIC DIAZO COMPONENTS 308 12.3 QUINONE DIAZIDES AS DIAZO COMPONENTS 312 12.4 VARIOUS POTENTIAL DIAZO COMPONENTS 313 12.5 AROMATIC AND HETEROAROMATIC COUPLING COMPONENTS 315 12.6 COUPLING COMPONENTS CONTAINING ACTIVATED METHYL, METHYLENE, AND METHINE GROUPS 332 12.7 ACID-BASE PRE-EQUILIBRIA 346 12.8 THE SUBSTITUTION PROPER OF C-COUPLING REACTIONS 354 12.9 MIXING AND DIFFUSION EFFECTS 372 12.10 INFLUENCE OF THE REACTION MEDIUM 375 12.11 INORGANIC COUPLING COMPONENTS: POLYHEDRAL BORON HYDRIDES 380 13 FORMATION AND REACTIONS OF TRIAZENES 385 13.1 INTRODUCTION TO PROPERTIES 385 13.2 N-AZO COUPLING REACTIONS 391 13.3 COMPETITIVE N- AND C-AZO COUPLING REACTIONS 395 13.4 REACTIONS OF TRIAZENES 401 REFERENCES 405 INDEX 445
any_adam_object	1
author	Zollinger, Heinrich
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dewey-ones	547 - Organic chemistry
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dewey-sort	3547.043
dewey-tens	540 - Chemistry and allied sciences
discipline	Chemie / Pharmazie
format	Book
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indexdate	2024-07-09T17:39:20Z
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isbn	3527292136 1560818786
language	English
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spelling	Zollinger, Heinrich Verfasser aut Diazo chemistry 1 Aromatic and heteroaromatic compounds Heinrich Zollinger Weinheim [u.a.] VCH 1994 XIII, 453 S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier (DE-604)BV009693990 1 GBV Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006411379&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis
spellingShingle	Zollinger, Heinrich Diazo chemistry
title	Diazo chemistry
title_auth	Diazo chemistry
title_exact_search	Diazo chemistry
title_full	Diazo chemistry 1 Aromatic and heteroaromatic compounds Heinrich Zollinger
title_fullStr	Diazo chemistry 1 Aromatic and heteroaromatic compounds Heinrich Zollinger
title_full_unstemmed	Diazo chemistry 1 Aromatic and heteroaromatic compounds Heinrich Zollinger
title_short	Diazo chemistry
title_sort	diazo chemistry aromatic and heteroaromatic compounds
url	http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006411379&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA
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work_keys_str_mv	AT zollingerheinrich diazochemistry1

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