A New Tetratertiary Phosphine Ligand and Its Use in Pd-Catalyzed Allylic Substitution
- 31 January 2001
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 66 (5) , 1633-1637
Abstract
A new tetraphosphine, the cis-cis-cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane (Tedicyp) 1 has been synthesized, characterized, and used in Pd-catalyzed allylic substitutions. The Tedicyp was easily prepared in seven steps from the commercially available himic anhydride. The structure of the complex Tedicyp−borane was determined by X-ray analysis. The tetraphosphine in combination with [Pd(η3-C3H5)Cl]2 affords a very efficient catalyst for allylic substitution of several allylic acetates. Under mild conditions, very high turnover numbers and turnover frequencies have been obtained.Keywords
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