An Iridium/CO/tBuNC system has been discovered to effect the dehydrogenative diboration of alkyne with HBpin recently. Alkyne diboration was usually achieved with diboron reagent previously by Ir, Pt catalyst1, 2, 3. Our group developed an alternative pathway using HBpin to generate cis-diborylalkenes inspired by our previous triborylalkenes synthesis catalyzed by (SiNN)Ir(COE)4. Although the selectivity (80-87%) of diboration versus hydroboration was not excellent, the system only needs commercially available CO and tBuNC as ligands. The mechanism was intriguing because of much higher reactivity (lower catalyst loading) compare to other systems using diboron reagents especially in the cases of internal alkynes, and the origin of diboration selectivity is still understudy.

Alkyne diboration catalyzed by iridium/CO/tBuNC system

254th National Meeting (2017)

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