Design and synthesis of a new family of planar and central chiral ferrocenyl phosphine ligands. Issue 19 (6th February 2023)

• Record Type: Journal Article
• Authors: Ling, Li; Song, Zeli; Shan, He; Wang, Chao; Li, Shouting; Wang, Yanjiao; Hu, Jianfeng; Chen, Qian; Zhang, Hao; Yang, Yong
• Is Part Of: Chemical communications. Volume 59:Issue 19(2023)
• Page Start: 2739
• Page End: 2742
• Publication Date: 2023-02-06
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc06492h
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Planar chiral indene-fused ferrocenes were prepared, followed by ferrocenyl phosphines bearing planar and central chiralities. The potential application of these chiral ferrocenyl phosphine ligands is shown using a Pd-catalyzed enantioselective allylic alkylation reaction. Abstract : A family of planar chiral indene-fused ferrocenes were prepared through an intramolecular asymmetric C–H arylation in excellent yields (up to 99%) with excellent enantioselectivities (up to 99% ee). They were thereafter successfully transformed to chiral ferrocenyl phosphines, featuring both planar and central chiralities, in good yields (up to 83%) and excellent diastereoselectivities (up to 99% de) through highly diastereoselective phosphination. This protocol offers a general method for planar and central chiral ferrocenyl phosphines. The potential applications of the newly developed ligands were demonstrated by a Pd-catalyzed enantioselective allylic alkylation reaction, in which high enantioselectivity (92% ee) and good yield (89%) were obtained.