Synthesis of an N-Heterocyclic-Carbene-Stabilized Siladiimide. 2016

Celestine Seow, and Wai-Leung Yim, and Yongxin Li, and Rakesh Ganguly, and Cheuk-Wai So
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University , Singapore 637371, Singapore.

The reaction of the N-heterocyclic-carbene-stabilized disilicon(0) complex [IPr→Si═Si←IPr] (1; IPr = :C{N(Ar)CH}2 and Ar = 2,6-iPr2C6H3) with ArN3 afforded the N-heterocyclic-carbene-stabilized siladiimide [ArNSi(IPr)NAr] (2). X-ray crystallography and theoretical studies show that the N-Si-N skeleton in compound 2 possesses considerable double-bond character and the Si atom is stabilized by the N-heterocyclic carbene.

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