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Metal‐free Catalytic Olefin Hydrogenation: Low‐Temperature H 2 Activation by Frustrated Lewis Pairs
Author(s) -
Greb Lutz,
OñaBurgos Pascual,
Schirmer Birgitta,
Grimme Stefan,
Stephan Douglas W.,
Paradies Jan
Publication year - 2012
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.201204007
Subject(s) - frustrated lewis pair , phosphine , lewis acids and bases , catalysis , protonation , hydride , chemistry , olefin fiber , nucleophile , electron pair , medicinal chemistry , metal , organic chemistry , electron , physics , ion , quantum mechanics
Weak nucleophiles for strong activation : The reversible activation of dihydrogen by an electron‐deficient phosphine, (C 6 F 5 )PPh 2 , in combination with the Lewis acid B(C 6 F 5 ) 3 at −80 °C was accomplished. The catalytic hydrogenation of olefins proceeds through protonation and subsequent hydride attack. Electron‐deficient phosphines and diarlyamines were demonstrated to be viable Lewis bases for the reaction, thus allowing catalyst loadings of 10 to 5 mol %.