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Taming the Silylium Ion for Low‐Temperature Diels–Alder Reactions
Author(s) -
Klare Hendrik F. T.,
Bergander Klaus,
Oestreich Martin
Publication year - 2009
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.200904520
Subject(s) - lewis acids and bases , silicon , catalysis , chemistry , diels–alder reaction , ion , lewis acid catalysis , transition metal , chemical stability , inorganic chemistry , organic chemistry
Some like it hot : A novel silicon‐based Lewis acid having a trivalent silicon cation stabilized by an electron‐rich transition metal as the “hot” Lewis acidic site catalyzes challenging Diels–Alder reactions at low temperatures with excellent reaction rates and selectivities (see scheme). In addition to the chemical stability of the silylium ion catalyst (in CH 2 Cl 2 ), the potential of these reactive compounds is also discussed.