Synthesis and Application of Chiral Spiro Cp Ligands in Rhodium-Catalyzed Asymmetric Oxidative Coupling of Biaryl Compounds with Alkenes

Jun Zheng; Wen-Jun Cui; Chao Zheng; Shu-Li You

doi:10.1021/jacs.6b02302

Synthesis and Application of Chiral Spiro Cp Ligands in Rhodium-Catalyzed Asymmetric Oxidative Coupling of Biaryl Compounds with Alkenes

J Am Chem Soc. 2016 Apr 27;138(16):5242-5. doi: 10.1021/jacs.6b02302. Epub 2016 Apr 15.

Authors

Jun Zheng¹, Wen-Jun Cui¹, Chao Zheng¹, Shu-Li You^{1

2}

Affiliations

¹ State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, China.
² Collaborative Innovation Center of Chemical Science and Engineering , Tianjin 300072, China.

PMID: 27070297
DOI: 10.1021/jacs.6b02302

Abstract

The vastly increasing application of chiral Cp ligands in asymmetric catalysis results in growing demand for novel chiral Cp ligands. Herein, we report a new class of chiral Cp ligands based on 1,1'-spirobiindane, a privileged scaffold for chiral ligands and catalysts. The corresponding Rh complexes are shown to be excellent catalysts in asymmetric oxidative coupling reactions, providing axially chiral biaryls in 19-97% yields with up to 98:2 er.

Publication types

Research Support, Non-U.S. Gov't