Current Organic Chemistry

Author(s): Henri Brunner

DOI: 10.2174/1385272024604943

Right or Left - Enantioselective Catalysis. New Ni, Pd and Pt Phosphane Complexes with the Chiral 9-Phenyldeltacyclanyl Substituent

Page: [441 - 451] Pages: 11

  • * (Excluding Mailing and Handling)

Abstract

After introducing chirality with the winding columns of baroque altars and snail shells, the enantioselective hydrogenation of dehydroamino acids is described. Then, the enantioselective homo Diels-Alder reaction of norbornadiene with phenylacetylene is presented, which leads to 8-phenyldeltacyclene in almost enantiomerically pure form. Its reaction with 1,2-bisphosphanylbenzene affords P,P,P-tris(9-phenyldeltacyclan-8-yl)-1,2-bisphosphanylbenzene, a chelate ligand with 3 chiral deltacyclanyl substituents and a PH bond, comprising 24 asymmetric carbon atoms of a given configuration and a stereogenic secondary phosphorus atom. This chelate ligand forms mononuclear, phosphido-bridged dinuclear and - most unusual - trinuclear Ni, Pd and Pt complexes. The trinuclear complexes consisting of three joint square planar units are unique in Ni, Pd and Pt chemistry.

Keywords: pt phosphane complexes, chiral 9-phenyldeltacyclanyl substituent