The synthesis and applications of a biaryl-based asymmetric phosphine ligand

The asymmetric biaryl backbone of a dialkylbiphenyl phosphine ligand was developed, synthesized, and resolved. The application of the chiral phosphine ligand to the asymmetric Suzuki-Miyaura cross-coupling reaction was also investigated. This phosphine ligand has yielded promising results in the asymmetric Suzuki-coupling of hindered boronic acids with the electron-rich aryl bromide, 1-bromo-2- methoxynaphthalene, to synthesize biaryls in modest enantioselectivity.

Department dc:contributor.department

Massachusetts Institute of Technology. Dept. of Chemistry.

Grantor dc:publisher

Massachusetts Institute of Technology

Year dc:date.issued

2005

Author dc:creator

• Hirai, Satoko

Advisor dc:contributor.advisor

• Stephen L. Buchwald.

• Chemistry.

Statement dc:rights

• M.I.T. theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission. See provided URL for inquiries about permission.

Licence dc:rights.uri

• http://dspace.mit.edu/handle/1721.1/7582

Language dc:language.iso

eng

Handle dc:identifier.uri

http://hdl.handle.net/1721.1/32490

OAI identifier oai:identifier

oai:dspace.mit.edu:1721.1/32490