A Stable Two-Coordinate Acyclic Silylene
Journal of the American Chemical Society2012Vol. 134(15), pp. 6500–6503
Citations Over TimeTop 1% of 2012 papers
Andrey V. Protchenko, Krishna Hassomal Birjkumar, Deepak Dange, Andrew D. Schwarz, D. Vidović, Cameron Jones, Nikolas Kaltsoyannis, Philip Mountford, Simon Aldridge
Abstract
Simple two-coordinate acyclic silylenes, SiR(2), have hitherto been identified only as transient intermediates or thermally labile species. By making use of the strong σ-donor properties and high steric loading of the B(NDippCH)(2) substituent (Dipp = 2,6-(i)Pr(2)C(6)H(3)), an isolable monomeric species, Si{B(NDippCH)(2)}{N(SiMe(3))Dipp}, can be synthesized which is stable in the solid state up to 130 °C. This silylene species undergoes facile oxidative addition reactions with dihydrogen (at sub-ambient temperatures) and with alkyl C-H bonds, consistent with a low singlet-triplet gap (103.9 kJ mol(-1)), thus demonstrating fundamental modes of reactivity more characteristic of transition metal systems.
Related Papers
- → PS II inhibitory activity of 2,4-diamino-6-chloro-s-triazines with a chiral sec-butyl and/or .ALPHA.-methylbenzyl group.(1990)15 cited
- → Evaluation of the steric substituent effect by ΩS: reinvestigation of the reaction dependency of the steric substituent constant(2001)8 cited
- → The enzymic hydrolysis of substituted phenyl β-D-xylopyranosides(1970)4 cited
- → The origin and nature of the π-electron steric effect(1977)2 cited
- → ChemInform Abstract: Silicon Compounds with Strong Intramolecular Steric Interactions. Part 37. Reactions of Sterically Hindered Silylene with Tri‐tert.‐butylsilyl Azide.(1990)