Metal free and selective activation of one C-F bond in a bound CF3 group
Ramachandran Azhakar1, Herbert W Roesky, Hilke Wolf
1Institut für Anorganische Chemie, Universität Göttingen, Tammannstrasse 4, 37077 Göttingen, Germany.
Abstract:
The first metal free selective C-F bond activation of a CF(3) group was observed with N-heterocyclic silylenes [PhC(NtBu)(2)SiCl] (1) and [CH{(C=CH(2))(CMe)(2,6-iPr(2)C(6)H(3)N)(2)}Si] (2) with PhN=C(CF(3))(2). The reaction proceeds in a 1 : 1 molar ratio to yield the mono C-F bond activated products 3 and 4 with each containing a CF(2) group. Both the reactions proceed through an unprecedented selective activation of one of the C-F bonds rather than forming the [1+2] cycloaddition product containing the three-membered SiNC rings.
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