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Exceptionally Strong Electron‐Donating Ability of Bora‐Ylide Substituent vis‐à‐vis Silylene and Silylium Ion
Author(s) -
RosasSánchez Alfredo,
AlvaradoBeltran Isabel,
Baceiredo Antoine,
SaffonMerceron Nathalie,
Massou Stéphane,
Branchadell Vicenç,
Kato Tsuyoshi
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201705302
Subject(s) - silylene , substituent , chemistry , ylide , phosphonium , alkoxy group , transition metal , silicon , medicinal chemistry , photochemistry , crystallography , polymer chemistry , organic chemistry , alkyl , catalysis
Electropositive boron‐based substituent (phosphonium bora‐ylide) with an exceptionally strong π‐ and σ‐electron donating character dramatically increases the stability of a new type of N ‐heterocyclic silylene 2 featuring amino‐ and bora‐ylide‐substituents. Moreover, the related silylium ion 4 and transition‐metal–silylene complexes, with trigonal‐planar geometries around the silicon center, are also well stabilized. Therefore, the N,B‐heterocyclic silylene 2 can be used as a strongly electron‐donating innocent ligand in coordination chemistry similarly to N ‐heterocyclic carbenes.