ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis of ( ±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively

Zhengjiang Fu, Xihan Cao, Guangguo Hao, Quanqing Shi, and Hu Cai

College of Chemistry, Nanchang University, Nanchang, China

E-mail: fuzhengjiang@ncu.edu.cn

Received: 15 April 2020  Accepted: 10 August 2020

Abstract:

3,3′-Biphenyl-2,2′-binaphthols (BINOLs) are precursors of phosphoric acids that are widely used as ligands and catalysts in organic reactions. In this report, two routes for the synthesis of ( ±)-3,3′-diphenyl BINOLs via ( ±)-3,3′ bis-halogenated BINOLs intermediates using ( ±)-BINOL as starting material have been established. Both routes are four-step reactions, characterized by the use of different catalysts in the third step, the total yield of the first route is 45%, while overall yield of the second route is 51% yield.

Keywords: BINOLs; ( ±)-3,3′-Diphenyl BINOL; ( ±)-3,3′ Bis-halogenated BINOLs; Organic reactions

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-020-01308-w

Chemical Papers 75 (2) 831–836 (2021)