Synthesis and X-ray structure of 1,4-bis[4-(N,N-dimethylamino)phenyl]buta-1,3-diyne: charge-transfer complex with acceptors
Abstract
4-(N,N-dimethylamino)phenylethyne has been satisfactorily prepared by the Wittig reaction between chloromethylene(triphenyl)phosphine ylide and 4-(N,N-dimethylamino)benzaldehyde, followed by hydrochloric acid elimination. 1,4-Bis[4-(N,N-dimethylamino)phenyl]-buta-1,3-diyne was obtained by oxidative dimerization in good yield. The dimer forms a 1 : 1 charge-transfer complex with TCNE, an X-ray structure analysis of which is reported.