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Cyclopropylacetylene reacts with two molar equivalents of Piers' borane [HB(C 6 F 5 ) 2 ] under mild conditions by an addition/rearrangement sequence with cyclopropyl ring opening to give a mixture of two α-B(C 6 F 5 ) 2 substituted tetrahydroboroles. This compound forms an active frustrated Lewis pair with P  t  Bu 3 that heterolytically splits dihydrogen and adds carbon dioxide as a geminal chelate bis-boryl component. The respective reactions of the two-fold HB(C 6 F 5 ) 2 addition to Ph-CH 2 CH 2 C[triple bond, length as m-dash]CH were studied as a geminal Lewis acid reference. Most of the products were characterized by X-ray diffraction.

Geminal bis-borane formation by borane Lewis acid induced cyclopropyl rearrangement and its frustrated Lewis pair reaction with carbon dioxide