title: Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3.
abstract: N-heterocyclic olefins (NHOs), IPrCH2 (1) and SIPrCH2 (2) (IPrCH2 = {N(2,6-iPr2C6H3)CH}2CCH2 and SIPrCH2 = {N(2,6-iPr2C6H3)CH2}2CCH2), react with HSiCl3 and afford IPrCH(SiHCl2) (3) and SIPrCH(SiHCl2) (4), respectively. Compounds 3 and 4 have been isolated in almost quantitative yield. Interestingly, treatment of the silylene IPr·SiCl2 with 1 also affords 3, where silylene insertion into a C–H bond is observed. Computational analysis shows a high energy barrier for silylene insertion, therefore a protonation–deprotonation mechanism is more likely.
authors.affiliation: Institut für Anorganische Chemie, Georg-August-Universität Göttingen, Tammannstrasse 4, 37077 Göttingen, Germany. rghadwal@uni-goettingen.de.
authors.forename: Rajendra S
authors.initials: RS
authors.lastname: Ghadwal
authors.forename: Sven O
authors.initials: SO
authors.lastname: Reichmann
authors.forename: Felix
authors.initials: F
authors.lastname: Engelhardt
authors.forename: Diego M
authors.initials: DM
authors.lastname: Andrada
authors.forename: Gernot
authors.initials: G
authors.lastname: Frenking