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Stereoisomerization of Aryl‐Substituted Cyclopropanes via Trimethylene Radical Anions
Author(s) -
Boche Gernot,
Wintermayr Helmut
Publication year - 1981
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198108741
Subject(s) - aryl , chemistry , aryl radical , hexane , medicinal chemistry , electron transfer , stereochemistry , photochemistry , organic chemistry , alkyl
The intermediary occurrence of trimethylene radical anions (2) − . during electron transfer to cyclopropancs (1) probably ensues via two consecutive reactions: the stereoisomerization of, e.g. , trans , trans ‐ (1) to cis , trans ‐ (1) and cis , cis ‐ (1) (44 :55 :1) and the dimerization of (2) − after longer reaction time to a substituted hexane dianion.
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