Synthesis of oligoarylamines, and uses and reagents related thereto

US6235871A · kind A · utility

Assignee

• Massachusetts Institute of Technology · US

Inventors

• Robert Singer · Burghausen, DE
• Joseph P. Sadighi · Boston, US
• Stephen L. Buchwald · Newton, US
• Thomas Mackewitz · Mannheim, DE

Key dates

• Filing date: Dec 2, 1998
• Grant date: May 22, 2001
• Expiry date: Dec 2, 2018

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The transition metal-catalyzed amination of aryl halides, in conjunction with an orthogonal protective group scheme, forms the basis of two routes to oligoaniline precursors. The oligoaniline precursors are soluble in a variety of common organic solvents, and are easily converted to the deprotected oligoanilines. The method allows the preparation of oligoanilines of even or odd chain lengths, and the incorporation of a variety of functional groups into the oligomers. Polyanilines of low polydispersity can also be prepared by this method.