Asymmetric synthesis of p-stereogenic homo- and hetero-bimetallic complexes via monoinsertion of di(phenylethynyl)phenylphosphine into the Pd-C bond of orthopalladated naphthylamine promoted by cyclometallated template.

• Main Author: Quek, Sharon Su Ping.
• Other Authors: Leung Pak Hing
• Format: Final Year Project
• Language: English
• Published: 2010
• Subjects: DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis
• Online Access: http://hdl.handle.net/10356/39827
• Institution: Nanyang Technological University

Both napthylamine and benzylamine chiral cyclopalladated and cycloplatinated template have been used for monoinsertion of di(phenylethynyl)phenylphosphine ligand into the Pd-C bond of orthopalladated naphthylamine. These insertions proved to be possible under mild reaction conditions and resulted in a series of regioselective complex: including homo- or heterodimetallic compound incorporating the new generated P-chiral center. Among which, the major product produced adopted the R configuration. However, there is an exception to the experiment whereby the expected configuration was not obtained. The coordination chemistry and the stereochemistry of the insertion products and transformation products were deduced by X-Ray crystallography. And the effectiveness of the metal template was discussed.