Issue 44, 2022

Stannylene cyanide and its use as a cyanosilylation catalyst

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.

Graphical abstract: Stannylene cyanide and its use as a cyanosilylation catalyst

Supplementary files

Article information

Article type
Paper
Submitted
19 Aug. 2022
Accepted
04 Okt. 2022
First published
05 Okt. 2022

Dalton Trans., 2022,51, 16906-16914

Stannylene cyanide and its use as a cyanosilylation catalyst

V. K. Singh, P. C. Joshi, H. Kumar, R. K. Siwatch, C. K. Jha and S. Nagendran, Dalton Trans., 2022, 51, 16906 DOI: 10.1039/D2DT02721F

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