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Reactions of tris(2-pyridyl)phosphines and tris(2-pyridyl)phosphine oxides with some electrophiles

✍ Scribed by Yuzuru Uchida; Kimihiko Matsuoka Ryuji Kajita; Yoshikane Kawasaki; Shigeru Oae

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 212 KB
Volume: 8
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1997)8:5<439::aid-hc9>3.0.co;2-3

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✦ Synopsis

Treatment of tris(2-pyridyl)phosphine or tris(2-pyridyl)phosphine oxide with electrophiles such as chlorine, bromine, deuterium chloride, or benzenediazonium chloride gave unusual coupling products, i.e., 5-chloro-, 5-bromo-, 5-deuterio-, or 5-phenylazo-2,2Јbipyridyls, respectively, as a major coupling product in each case. This is considered to be the result of electrophilic substitution on a pyridyl ring in a pentacovalent phosphorane intermediate formed in each reaction.

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