Gold(I) Complexes of Conformationally Constricted Chiral Ferrocenyl Phosphines

被引:27
|
作者
Barreiro, Elena M. [2 ]
Broggini, Diego F. D. [1 ]
Adrio, Luis A. [2 ]
White, Andrew J. P. [2 ]
Schwenk, Rino [1 ]
Togni, Antonio [1 ]
Hii, King Kuok [2 ]
机构
[1] Swiss Fed Inst Technol, Swiss Fed Inst Technol, Dept Chem & Appl Biosci, CH-8093 Zurich, Switzerland
[2] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
基金
瑞士国家科学基金会;
关键词
TRANSITION-METAL-COMPLEXES; ENANTIOSELECTIVE INTRAMOLECULAR HYDROAMINATION; GOLD(I)-CATALYZED ALDOL REACTION; ASYMMETRIC CATALYSIS; H BONDS; LIGANDS; ALLENES; CYCLIZATION; HYDROALKOXYLATION; DERIVATIVES;
D O I
10.1021/om300222k
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The preparation of two new chiral, enantiopure, and conformationally constrained phosphocin and 1,5-diphosphocin, incorporating two ferrocenyl units, is described. The gold(I) chloride complexes of these ligands and (S)-(R)-PPF-OMe were prepared, and their structures, in solution and solid states, are compared. Abstraction of the chloride anion by the addition of silver salt of either toluenesulfonate or chiral BINOL-phosphates generates active catalysts for the intramolecular cyclization of 6-methyl-1,1-diphenylhepta-4,5-dien-1-ol, where up to 47% ee can be obtained. Match and mismatch effects between chiral ligands and counteranions are highlighted.
引用
收藏
页码:3745 / 3754
页数:10
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