2,2′-Bis-[bis(4-substituted-phenyl)phosphino]-1,1′-binaphthyl derivatives in Rh(I)-catalyzed hydrogenation of acetamidoacrylic acid derivatives: Electronic effects

Electronic effects of electron-donating and electron-withdrawing substituents at the para position of the phenyl moieties of BINAP ligands were studied towards asymmetric hydrogenation of α-(acylamino)acrylic acids. Enantiomeric excesses varied as a linear relationship towards Hammett coefficients σp of electron-donating groups between 0 and −0.63.

Graphical abstractElectronic effects of electron-donating and electron-withdrawing substituents at the para position of the phenyl moieties of BINAP ligands were studied towards asymmetric hydrogenation of α-(acylamino)acrylic acids.Figure optionsDownload full-size imageDownload as PowerPoint slide