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  • Remarkably variable reaction modes of frustrated Lewis pairs with non-conjugated terminal diacetylenes.

Remarkably variable reaction modes of frustrated Lewis pairs with non-conjugated terminal diacetylenes.

Chemical communications (Cambridge, England) (2010-04-09)
Chao Chen, Roland Fröhlich, Gerald Kehr, Gerhard Erker
PMID20376397
ABSTRACT

The frustrated Lewis pair P(o-tolyl)(3)/B(C(6)F(5))(3) reacts with 1,7-octadiyne by acetylene C-C coupling to yield the zwitterionic product 2a. In contrast, the P(o-tolyl)(3)/B(C(6)F(5))(3) Lewis pair reacts with 1,6-heptadiyne by a sequence involving 1,1-carboboration of a terminal acetylene to eventually yield the heterocyclic product 4.