Issue 88, 2023
From the journal:

Chemical Communications

Sn(ii)–carbon bond reactivity: radical generation and consumption via reactions of a stannylene with alkynes†

Wenxing Zou,‡a   Kristian L. Mears,‡a   James C. Fettinger ORCID logo a  and  Philip P. Power ORCID logo *a  

* Corresponding authors

a Department of Chemistry, University of California, One Shields Avenue, Davis, USA
E-mail: pppower@ucdavis.edu

Abstract

Thermal Sn–C cleavage in the diarylstannylene Sn(AriPr4)2 (AriPr4 = C6H3-2,6-(C6H3-2,6-iPr2)2) was used to generate ˙Sn(AriPr4) and ˙AriPr4 radicals for alkyne arylstannylation. The radical pair and RCCR′ (R = H, R′ = Ph; R = Ph, R′ = Ph; R = H, R′ = C4H9; R = H, R′ = SiMe3) in refluxing benzene generate the aryl vinyl stannylene complexes, AriPr4Sn{C(C6H5)-C(H)(AriPr4)} (1), AriPr4Sn{C(C6H5)-C(H)(C6H5)} (2) and AriPr4Sn{C(C4H9)-C(H)(AriPr4)} (3) respectively. For HCCSiMe3, the known distannene {Sn(CCSiMe3)AriPr4}2 (4) was also generated from this new method.

Graphical abstract: Sn(ii)–carbon bond reactivity: radical generation and consumption via reactions of a stannylene with alkynes

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Article information

DOI
https://doi.org/10.1039/D3CC04014C
Article type
Communication
Submitted
18 Aug 2023
Accepted
08 Oct 2023
First published
09 Oct 2023

Chem. Commun., 2023,59, 13203-13206

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Sn(II)–carbon bond reactivity: radical generation and consumption via reactions of a stannylene with alkynes

W. Zou, K. L. Mears, J. C. Fettinger and P. P. Power, Chem. Commun., 2023, 59, 13203 DOI: 10.1039/D3CC04014C

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