Diborane the simplest hydride of boron reacts with alkyne to form trialkenylborane. Diborane splits into two BH3 units and the addition of BH3 takes place following Markownikoff’s rule. The addition continues as long as hydrogen is attached to boron atom.
2R – C º CH + B2H6 ® 2R –CH = CH – BH2
R – C º CH + R – CH = CH – BH2 ® (R – CH = CH)2BH
R – C = CH + (R – CH = CH)2BH ® (R – CH=CH)3B
Trialkenylborane on hydrolysis gives alkene.
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