Boryl- and amino-substituted acetylenes would have a butatriene type resonance contribution due to the interaction between boron empty orbital and nitrogen lone pair. However, a few examples of boryl- and amino-substituted acetylenes have been synthesized up to date, and the structural analysis by X-ray crystallography has remained unknown. Here we report the synthesis and characterization of dimesitylboryl- and diethylamino-substituted acetylene. In addition to the spectroscopic studies, the X-ray crystallography of the acetylene revealed the lengthening of the triple bond and the shortening of C-B and C-N bonds, being consistent with butatriene type resonance contribution.
2014 The Chemical Society of Japan