Abstract:
The reaction of perfluoro-1,2-dichlorocyclobutene with t-butyllithium leads to replacement of Cl by Li. The lithio derivative was stable to -30 degrees C and reaction with trimethylsilyl chloride gave perfluoro-1-chloro-2-trimethylsilylcyclobutene. The reaction of the latter with t-butyllithium leads to dehalogenation and the addition of t-butyl to form a dimeric compound. The reaction of 1-chloro-2,2,3,3-tetrafluorocyclobutene with phenyllithium followed by treatment with deuterium oxide gave perfluoro-1-phenylcyclobutene-2d(1), suggesting that perfluorocyclobutyne may have been an intermediate. (C) 1997 Elsevier Science Ltd.

KeyWords Plus:
GAS-PHASE, GENERATION, BOND

Addresses:
Wiberg KB, YALE UNIV, DEPT CHEM, 225 PROSPECT ST, NEW HAVEN, CT 06520.

Publisher:
PERGAMON-ELSEVIER SCIENCE LTD, OXFORD

IDS Number:
WM040

ISSN:
0040-4039