Issue 75, 2024

An isolable stannaimine and its cycloaddition/metathesis reactions with carbon dioxide

Abstract

An N-heterocyclic stannylene :Sn(NONAd) (NONAd = [O(SiMe2NAd)2]2−, Ad = 1-adamantyl), reacts rapidly with 2,4,6-tricyclohexylphenyl azide (TCHP)N3, affording a stannaimine, (NONAd)Sn[double bond, length as m-dash]N(TCHP). Solutions of (NONAd)Sn[double bond, length as m-dash]N(TCHP) react immediately with carbon dioxide (CO2) to give a [2+2]-cycloaddition product, which, upon heating, subsequently engages in a metathesis process to give [Sn(NONAd)(μ-O)]2 and the bulky isocyanate, (TCHP)NCO.

Graphical abstract: An isolable stannaimine and its cycloaddition/metathesis reactions with carbon dioxide

Supplementary files

Article information

Article type
Communication
Submitted
07 Aug 2024
Accepted
23 Aug 2024
First published
26 Aug 2024

Chem. Commun., 2024,60, 10350-10353

An isolable stannaimine and its cycloaddition/metathesis reactions with carbon dioxide

M. J. Evans, J. M. Parr, D. T. Nguyen and C. Jones, Chem. Commun., 2024, 60, 10350 DOI: 10.1039/D4CC04006F

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