trans Deformation of a carbon–carbon triple bond in response to incipient nucleophilic attack: the X-ray crystal structure of ethyl 3-(2-nitrophenyl)propynoate at 150 K
Abstract
In the title compound 1 the electron-deficient alkyne bond shows a pronounced trans distortion in response to an adjacent electron rich nitro O atom, suggesting that the more favourable reaction coordinate for addition of nucleophiles to activated alkynes involves trans rather than cis addition.