Process of hydroboronizing alkenes and alkines

Details Process of hydroboronizing alkenes and alkines Process of hydroboronizing alkenes and alkines

C - Chemistry, Metallurgy

07

F

260/462.6

C07F 5/02 (2006.01)

Patent

CA 1285578

ABSTRACT OF THE DISCLOSURE A process of hydroboronizing alkenes or alkines with catecholborane (1,3,2-benzodioxaborolane) optionally in the presence of an organic solvent, characterized in that the reaction is catalyzed by a complex compound selected from the group consisting of (I) RhCl(CO)x [E(C6H5)3] 3-x' wherein ''E'' is arsenic or phosphorus and ''x'' is equal to 0 or 1, (II) [RhCl(alkene)2]2, (III) [(C6H5)3P]3Ru(CO)ClH, and (IV) [(C6H5)3P]3RuCl2. Particularly suitable catalysts are, e.g., tris(triphenylphosphine)rhodium(I) chloride and bis(cyclooctadiene)-rhodium(I) chloride. The advantage afforded by the process according to the invention is that alkenes and alkines, which are highly volatile and thermally unstable, can be hydroboronized at relatively low tempera- tures. The process according to the invention can also be used to hydroboronize the C=C double bond of unsaturated ketones or nitriles substantially without an adverse action on the carbonyl or nitrile function. Without a catalyst, the keto group or nitrile group will be quantitatively reduced.

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