Issue 21, 2017
From the journal:

Organic & Biomolecular Chemistry

Strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls; synthesis and copper-free cycloaddition with azides†

Alessandro Del Grosso,a   Lavrentis-Dimitrios Galanopoulos,a   Cookson K. C. Chiu, ORCID logo a   Guy J. Clarkson, ORCID logo a   Peter B. O′ Connor ORCID logo a  and  Martin Wills ORCID logo *a  

* Corresponding authors

a Department of Chemistry, The University of Warwick, Coventry, UK
E-mail: m.wills@warwick.ac.uk

Abstract

A series of strained alkynes were prepared from 2,2′-dihydroxy-biaryls. Several were characterised by X-ray crystallography, revealing strained C(sp)–C(sp)–C(sp3) bond angles in the range of 163–167°. Their cycloadditions with azides proceed without a catalyst. Functionalised versions of these reagents have potential applications to materials synthesis and bioconjugations.

Graphical abstract: Strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls; synthesis and copper-free cycloaddition with azides

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Article information

DOI
https://doi.org/10.1039/C7OB00991G
Article type
Communication
Submitted
23 Apr 2017
Accepted
07 May 2017
First published
17 May 2017
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2017,15, 4517-4521

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Strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls; synthesis and copper-free cycloaddition with azides

A. Del Grosso, L. Galanopoulos, C. K. C. Chiu, G. J. Clarkson, P. B. O′ Connor and M. Wills, Org. Biomol. Chem., 2017, 15, 4517 DOI: 10.1039/C7OB00991G

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