Gold(I) Complexes of Conformationally Constricted Chiral Ferrocenyl Phosphines

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, a...

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Bibliographic Details
Published in:Organometallics 2012-05, Vol.31 (9), p.3745-3754
Main Authors: Barreiro, Elena M, Broggini, Diego F. D, Adrio, Luis A, White, Andrew J. P, Schwenk, Rino, Togni, Antonio, Hii, King Kuok (Mimi)
Format: Article
Language:English
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Summary: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.
ISSN:0276-7333
1520-6041
DOI:10.1021/om300222k