Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/15516
Title: A new atropisomeric P,N ligand for rhodium-catalyzed asymmetric hydroboration
Authors: Kwong, FY
Yang, Q
Mak, TCW
Chan, ASC
Chan, KS
Issue Date: 2002
Publisher: American Chemical Society
Source: Journal of organic chemistry, 2002, v. 67, no. 9, p. 2769-2777 How to cite?
Journal: Journal of organic chemistry 
Abstract: A new optically active and large dihedral angle atropisomeric P,N ligand, pyphos, which contains a tertiary phosphine and pyridine moiety, was prepared and resolved through diastereomeric complexation with chiral palladium amine complexes. The hexafluorophosphate salt of the diastereomers were found to be separable by fractional recyrstallization, while the corresponding chloride salt did not. [Rh(COD)pyphos] PF6 complex was synthesized by metalation of pyphos with [Rh(COD)Cl]2 followed by anion exchange with NH4PF6 in excellent yield, and the target rhodium complex was characterized by single-crystal X-ray crystallography. The chiral cationic rhodium complex was utilized in the enantioselective hydroboration of vinylarenes. Excellent regioselectivity and good enantioselectivity were observed, and the ee values were found to be dependent on the electronic properties of para-substituted styrenes.
URI: http://hdl.handle.net/10397/15516
ISSN: 0022-3263
EISSN: 1520-6904
DOI: 10.1021/jo0159542
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