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Reactivity of “Frustrated Lewis Pairs”: Three‐Component Reactions of Phosphines, a Borane, and Olefins
Author(s) -
McCahill Jenny S. J.,
Welch Gregory C.,
Stephan Douglas W.
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200701215
Subject(s) - frustrated lewis pair , borane , reactivity (psychology) , chemistry , steric effects , phosphonium , reagent , intramolecular force , medicinal chemistry , lewis acids and bases , stereochemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
All or nothing : Sterically frustrated Lewis pairs of phosphines and the borane B(C 6 F 5 ) 3 exhibit unprecedented reactivity with olefins to afford both inter‐ and intramolecular alkanediyl‐linked phosphonium borates (see picture; black C, pink F, green B, orange P). These reactions are all the more remarkable given that any pair of these reagents do not react while the combination of all three reagents results in product formation.