Optically active endocyclic cyclopalladated derivatives of N-benzylidene-(R)-(1)-phenylethylamines

Abstract

The action of Pd(AcO)2 on imines derived from (R)-1-phenylethylamine, R1CR:NCHMePh, [R1 = 4-ClC6H4, R = H (1); R1 = 3,5-F2C6H3, R = H (2) and R1 = C6H5, R = Me (3)] and subsequent treatment with LiBr gives the corresponding optically active cyclopalladated dimers I. In all cases the endocyclic derivs. were formed selectively, even with the imine 2, which contains fluoro substituents on the C atom adjacent to the metalation position. The action of PPh3 on the bromo bridged compds. I affords mononuclear II.