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Updated: Aug 23, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Stannylene cyanide and its use as a cyanosilylation catalyst
Vivek Kumar Singh1, Prakash Chandra Joshi1, Hemant Kumar1
1Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India. sisn@chemistry.iitd.ac.in.
Abstract:
Two routes can offer the first stannylene cyanide [(L)SnCN] (5); the substitution reaction of either stannylene amide [(i-Bu)2ATISnN(SiMe3)2] (3) or stannylene pyrrolide [(i-Bu)2ATISn(NC4H4)] (4) using an excess of trimethylsilyl cyanide (L = aminotroponiminate (ATI)). Using 0.1-2.0 mol% of compound 5, catalytic cyanosilylation of a variety of aliphatic and aromatic aldehydes was achieved at rt-50 °C in 0.33-2.0 h. The mechanism of this catalytic reaction is authenticated by the isolation of a structurally characterized intermediate.
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