A Stable Two-Coordinate Acyclic Silylene

Simple two-coordinate acyclic silylenes, SiR2, 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 Pr2C6H3), an isolable monomeric species, Si{B...

Full description

Saved in:
Bibliographic Details
Published in:Journal of the American Chemical Society 2012-04, Vol.134 (15), p.6500-6503
Main Authors: Protchenko, Andrey V., Birjkumar, Krishna Hassomal, Dange, Deepak, Schwarz, Andrew D., Vidovic, Dragoslav, Jones, Cameron, Kaltsoyannis, Nikolas, Mountford, Philip, Aldridge, Simon
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Simple two-coordinate acyclic silylenes, SiR2, 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 Pr2C6H3), an isolable monomeric species, Si{B(NDippCH)2}{N(SiMe3)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.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja301042u