Je. Gano et M. Srebnik, PHOTOCHEMISTRY OF TRIVINYLBORANES - PREPARATION OF ANTI-ADDUCTS OF HYDROBORANES AND ALKYNES, Tetrahedron letters, 34(31), 1993, pp. 4889-4892
Trivinylboranes, which are conveniently prepared from the addition of
diborane to acetylenes, are found to readily undergo photochemical Z/E
isomerization. Since the chromaphore of the E-isomer is highly twiste
d by steric strain, photochemical conditions can completely convert th
e Z-isomer to the E-isomer. This high yield, two step process, provide
s an efficient procedure to bring about an anti-addition of hydroboran
es to acetylenes.