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A catalytic CC bond‐forming reaction between aliphatic fluorohydrocarbons and arylsilanes
Author(s) -
Lühmann Nicole,
Panisch Robin,
Müller Thomas
Publication year - 2010
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1658
Subject(s) - chemistry , alkyl , catalysis , primary (astronomy) , polymer chemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , physics , astronomy
CC coupling reactions between arylsilanes and alkylfluorides are efficiently catalyzed by disilyl cation 1. Primary as well as secondary alkylfluorides were quantitatively coupled with arylsilanes; however, in the case of tertiary fluorides, the hydrodefluorination reaction predominated. Primary alkylfluorides were found to give arenes with mostly rearranged alkyl substituents. In all cases subsequent Friedel–Crafts‐type chemistry occurred. Copyright © 2010 John Wiley & Sons, Ltd.