A new tetratertiary phosphine ligand and its use in Pd-catalyzed allylic substitution

Citation
D. Laurenti et al., A new tetratertiary phosphine ligand and its use in Pd-catalyzed allylic substitution, J ORG CHEM, 66(5), 2001, pp. 1633-1637
Citations number
40
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
5
Year of publication
2001
Pages
1633 - 1637
Database
ISI
SICI code
0022-3263(20010309)66:5<1633:ANTPLA>2.0.ZU;2-E
Abstract
A new tetraphosphine, the cis-cis-cis-1,2,3,4-tetrakis(diphenylphosphinomet hyl)cyclopentane(Tedicyp) 1 has been synthesized, characterized, and used i n Pd-catalyzed allylic substitutions. The Tedicyp was easily prepared in se ven steps from the commercially available himic anhydride. The structure of the complex Tedicyp-borane was determined by X-ray analysis. The tetraphos phine in combination with [Pd(eta (3)-C3H5)Cl](2) affords a very efficient catalyst for allylic substitution of several allylic acetates. Under mild c onditions, very high turnover numbers and turnover frequencies have been ob tained.