In the monograph questions of reduction of aromatic nitro compounds and hydrocarbons for producing valuable intermediate and final products are considered. Catalytic hydrogenation at atmospheric and elevated hydrogen pressures is described in detail. The literature and patent data as well as the
Birch Reduction of Aromatic Compounds
β Scribed by A. A. Akhrem, I. G. Reshetova, Yu. A. Titov (auth.)
- Publisher
- Springer US
- Year
- 1972
- Tongue
- English
- Leaves
- 129
- Edition
- 1
- Category
- Library
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β¦ Synopsis
Birch reduction (see reviews [1-5]) is the name given to the reaction of unsaturated organic compounds with alkali metals and alcohols in liquid amΒ monia. This method was first used for aromatic compounds in 1937 by Wooster [6J, who showed that benzene and its derivatives are reduced by sodium in liqΒ uid ammonia in the presence of an alcohol, while this reaction does not take place in the absence of an alcohol. However, the general recognition and broad application of this reaction was achieved only after a series of investigations by Birch published from 1944 onwards [7J. Since the presence of an alcohol in the reaction medium is not indispenΒ sable for pOlycyclic aromatic systems, the present review includes only derivΒ atives of the simplest aromatic compounds - benzene and naphthalene. 1 Reaction Mechanism The most probable mechanism of Birch reduction, adopted by the majorΒ ity of workers in this field [4, 8 -12] can be represented by the following stages: 'v\ I NH -'" ,. - i T 1 3 +--"'( a) , , ,e (NHa) NH 3) + ROH ----+ () ll. . (NHa) A H H 4) H H 5) ')', ",,\\+ + RO" ~ Q + 110M,,,,,, / (NHa) . (NH:,) Q H H Ii Ij H H H H H+ X/~H M,l
β¦ Table of Contents
Front Matter....Pages i-v
Introduction....Pages 1-1
Reaction Mechanism....Pages 2-3
Field of Application....Pages 4-7
Side Reactions....Pages 8-14
Methods and Examples of the Performance of the Reaction....Pages 15-17
Review of Literature Information....Pages 18-111
Back Matter....Pages 112-125
β¦ Subjects
Organic Chemistry
π SIMILAR VOLUMES
<p>Aromatic compounds are a diverse and fascinating class of compounds with wide-ranging importance. This book provides an overview of the synthesis and reactivity of aromatic compounds. The publication covers the many important reaction types, such as electrophilic and nucleophilic substitution, th
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