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

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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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Publication details

The article was received on 23 Apr 2017, accepted on 07 May 2017 and first published on 17 May 2017


Article type: Communication
DOI: 10.1039/C7OB00991G
Citation: Org. Biomol. Chem., 2017, Advance Article
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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, Advance Article , DOI: 10.1039/C7OB00991G

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