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The Diphenylbismuthyl Group—A Potential New Auxiliary Group in Organic Synthesis
Author(s) -
Steinseifer Fritz,
Kauffmann Thomas
Publication year - 1980
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.198007231
Subject(s) - bromine , alkyl , chlorine , group (periodic table) , chemistry , main group element , metal , medicinal chemistry , inorganic chemistry , stereochemistry , organic chemistry , transition metal , catalysis
The PH 2 Bi group possesses a combination of favorable properties that is so far unique: Ph 2 Bi (like other organo‐heavy metal groups) stabilizes a carbanionic center; the alkyl‐Bi bond in alkyldiphenylbismuthanes is cleaved selectively by chlorine and bromine below 0°C; Ph 2 Bi can be replaced by H or Li under mild conditions if the resulting Li compound is stabilized.