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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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Del Grosso, Alessandro, Galanopoulos, Lavrentis-Dimitrios, Chiu, Cookson K. C., Clarkson, Guy J., O'Connor, Peter B. and Wills, Martin (2017) Strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls ; synthesis and copper-free cycloaddition with azides. Organic & Biomolecular Chemistry, 15 (21). 4517-4521 . doi:10.1039/C7OB00991G ISSN 1477-0520.
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Official URL: http://dx.doi.org/10.1039/C7OB00991G
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.
Item Type: | Journal Article | ||||||||
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Subjects: | Q Science > QD Chemistry | ||||||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||
Library of Congress Subject Headings (LCSH): | Ring formation (Chemistry), Alkynes -- Synthesis, Azides | ||||||||
Journal or Publication Title: | Organic & Biomolecular Chemistry | ||||||||
Publisher: | Royal Society of Chemistry | ||||||||
ISSN: | 1477-0520 | ||||||||
Official Date: | 7 June 2017 | ||||||||
Dates: |
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Volume: | 15 | ||||||||
Number: | 21 | ||||||||
Page Range: | 4517-4521 | ||||||||
DOI: | 10.1039/C7OB00991G | ||||||||
Status: | Peer Reviewed | ||||||||
Publication Status: | Published | ||||||||
Access rights to Published version: | Open Access (Creative Commons) | ||||||||
Date of first compliant deposit: | 26 May 2017 | ||||||||
Date of first compliant Open Access: | 17 May 2018 | ||||||||
Funder: | Engineering and Physical Sciences Research Council (EPSRC), Bruker Analytische Meßtechnik GmbH, University of Warwick, Birmingham Science City, Advantage West Midlands (AWM) | ||||||||
Grant number: | EP/M006670/1 (EPSRC) |
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