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Synthesis, Structure, and Thermolysis of a Tetracoordinate 1,2λ 4 ‐Oxathietane
Author(s) -
Kawashima Takayuki,
Ohno Fumihiko,
Okazaki Renji
Publication year - 1994
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.199420941
Subject(s) - tetracoordinate , thermal decomposition , benzophenone , decomposition , chemistry , ketone , medicinal chemistry , olefin fiber , organic chemistry , catalysis , computer graphics (images) , computer science , planar
Oxidative cyclization of 1 with Br 2 yields the tetracoordinate 1,2λ 4 ‐oxathietane 2 . Instead of an olefin, thermolysis of 2 provided benzophenone and the ketone formed by migration of a phenyl group. Traces of 2,2,3‐triphenyloxirane were observed, which hints that a 1,2λ 4 ‐oxathietane may be an intermediate in the Corey–Chaykovsky reaction.