1. Chiral palladacycle promoted asymmetric synthesis of functionalized bis-phosphine monoxide ligand
- Author
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Zhang, Yi, Ding, Yi, Pullarkat, Sumod A., Li, Yongxin, and Leung, Pak-Hing
- Subjects
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ASYMMETRIC synthesis , *CHIRALITY , *PHOSPHINE , *LIGANDS (Chemistry) , *CHEMICAL reactions , *NUCLEAR magnetic resonance spectroscopy , *CHEMICAL templates , *MOLECULAR structure , *X-ray diffraction - Abstract
Abstract: An organopalladium complex containing orthometalated (R)-(1-(dimethylamino)ethyl)naphthalene as the chiral auxiliary has been used to promote the asymmetric hydroalkoxylation reactions between weak nucleophile methanol and 1,1-bis(diphenylphosphino)ethylene or 1,1-bis(diphenylphosphino)ethylene monoxide in good regio- and stereo-selectivities in the presence of an external base. The major addition product obtained from methanol and 1,1-bis(diphenylphosphino)ethylene monoxide was subsequently isolated in a quantitative yield in its configurationally pure form and characterized by means of two-dimensional rotating-frame nuclear Overhauser enhancement (ROESY) NMR spectroscopy as well as single crystal X-ray diffraction analysis. The enantiomerically pure bis-phosphine monoxide ligand was subsequently liberated in high yield. [ABSTRACT FROM AUTHOR]
- Published
- 2011
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