First enantiopure phosphapalladacycle with planar chirality. X-Ray study of the racemic dimer and (S-pl,SCSN)-diastereomer of its prolinate derivative

Citation
Vv. Dunina et al., First enantiopure phosphapalladacycle with planar chirality. X-Ray study of the racemic dimer and (S-pl,SCSN)-diastereomer of its prolinate derivative, TETRAHEDR-A, 11(19), 2000, pp. 3967-3984
Citations number
77
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
19
Year of publication
2000
Pages
3967 - 3984
Database
ISI
SICI code
0957-4166(20001006)11:19<3967:FEPWPC>2.0.ZU;2-8
Abstract
The first P,C-cyclopalladated complex with planar chirality was prepared by direct cyclopalladation of prochiral di-tert-butyl(ferrocenylmethyl)phosph ine. Resolution of the racemic dimer was achieved through separation of its diastereomeric (S)-prolinate derivatives. The palladacycle structure was c onfirmed by the H-1 NMR spectra of the dimer and its triphenylphosphine add uct and an X-ray diffraction study of the racemic dimeric complex. The abso lute configuration of the planar chirality was determined by an X-ray diffr action investigation of one of two diastereomers of the (S)-prolinate deriv ative. (C) 2000 Elsevier Science Ltd. All rights reserved.