Ligand electronic effects in asymmetric catalysis: Enhanced enantioselectivity in the asymmetric hydrocyanation of vinylarenes

AL Casalnuovo, TV RajanBabu, TA Ayers…

Index: Casalnuovo, Albert L.; RajanBabu, T. V.; Ayers, Timothy A.; Warren, Timothy H. Journal of the American Chemical Society, 1994 , vol. 116, # 22 p. 9869 - 9882

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Citation Number: 234

Abstract

Abstract: The enantioselectivity of the nickel-catalyzed, asymmetric hydrocyanation of vinylarenes using glucosederived, chiral phosphinite ligands, L, increases dramatically when the ligands contain electron-withdrawing P-aryl substituents. The substrate and solvent also strongly influence the enantioselectivity, with the highest ee's (85-91% for 6- methoxy-2-vinylnaphthalene (MVN)) obtained for the hydrocyanation of electron-rich ...

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