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

Matthew J. Evans; Joseph M. Parr; Dat T. Nguyen; Cameron Jones

doi:10.1039/d4cc04006f

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

Matthew J. Evans, Joseph M. Parr, Dat T. Nguyen, Cameron Jones

School of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

2 Citations (Scopus)

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=N(TCHP). Solutions of (NONAd)Sn=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.

Original language	English
Pages (from-to)	10350-10353
Number of pages	4
Journal	Chemical Communications
Volume	60
Issue number	75
DOIs	https://doi.org/10.1039/d4cc04006f
Publication status	Published - 25 Sept 2024

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title = "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=N(TCHP). Solutions of (NONAd)Sn=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.",

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AU - Evans, Matthew J.

AU - Parr, Joseph M.

AU - Nguyen, Dat T.

AU - Jones, Cameron

PY - 2024/9/25

Y1 - 2024/9/25

N2 - 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=N(TCHP). Solutions of (NONAd)Sn=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.

AB - 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=N(TCHP). Solutions of (NONAd)Sn=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.

UR - https://www.scopus.com/pages/publications/85202981671

U2 - 10.1039/d4cc04006f

DO - 10.1039/d4cc04006f

M3 - Article

AN - SCOPUS:85202981671

SN - 1359-7345

VL - 60

SP - 10350

EP - 10353

JO - Chemical Communications

JF - Chemical Communications

IS - 75

ER -

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

Abstract

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