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Kinetics of Hydride Transfers from CH, SiH, GeH, and SnH Groups to Carbenium Ions
Author(s) -
Mayr Herbert,
Basso Nils
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199210461
Subject(s) - hydride , chemistry , electrophile , reactivity (psychology) , kinetics , ion , carbenium ion , photochemistry , inorganic chemistry , medicinal chemistry , computational chemistry , organic chemistry , catalysis , hydrogen , physics , medicine , alternative medicine , pathology , quantum mechanics
As a hydride donor, tributylstannane is five orders of magnitude more reactive than triphenylsilane as shown in kinetic studies on the hydride‐transfer reactions of hydrides of the type HER 3 (E = C, Si, Ge, Sn) with diarylcarbenium ions [Eq. (a)]. The reactivity relationship is independent of the electrophilicity of the hydride abstractors and can thus be used as a guide in planning syntheses.