Strained alkynes derived from 2,2'-dihydroxy-1,1'-biaryls; synthesis and copper-free cycloaddition with azides.
Alessandro Del GrossoLavrentis-Dimitrios GalanopoulosCookson K C ChiuGuy J ClarksonPeter B O'ConnorMartin WillsPublished in: Organic & biomolecular chemistry (2018)
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.