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Functional‐Group Tolerance in Frustrated Lewis Pairs: Hydrogenation of Nitroolefins and Acrylates
Author(s) -
Greb Lutz,
Daniliuc ConstantinGabriel,
Bergander Klaus,
Paradies Jan
Publication year - 2013
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.201210175
Subject(s) - frustrated lewis pair , reactivity (psychology) , hydride , lewis acids and bases , nucleophile , chemistry , functional group , database , computer science , hydrogen , organic chemistry , medicine , catalysis , polymer , alternative medicine , pathology
Weak Lewis acid for high nucleophilicity : Hydridoborate derived from B(2,6‐F 2 C 6 H 3 ) 3 shows significant hydride character. Solid‐state and solution structure analysis revealed a dihydrogen‐bonded aggregate. The new frustrated Lewis pair was applied in the hydrogenation of nitroolefins and acrylates (see scheme; EWG=electron‐withdrawing group). The decreased Lewis acidity provides higher reactivity and functional‐group tolerance.