Abstract
Ni(II) complexes bearing chiral phosphinoaryl oxazoline ligands are pro- catalysts for cross-coupling of Z-styryl bromide with 1-phenethyl magnesium chloride. Under suitable conditions, there is a dynamic kinetic resolution resulting in moderate enantioselectivity. The nature of the substituent at the stereogenic centre of the oxazoline ligand affects catalysis in two distinct ways: smaller substituents lead to improved rates and selectivities whilst polar substituents reverse the sense of asymmetric induction. The solid state structure of one phosphinoaryl oxazoline Ni(II) pro-catalyst was determined by single crystal x-ray diffraction.
| Original language | English |
|---|---|
| Pages (from-to) | 901-914 |
| Number of pages | 14 |
| Journal | Tetrahedron |
| Volume | 54 |
| Issue number | 5-6 |
| DOIs | |
| Publication status | Published - 29 Jan 1998 |
Bibliographical note
Funding Information:Acknowledgements. Synthetic work and catalytic studies were carried out in the laboratories of Prof. Andreas Pfaltz, University of Basel; Structural (NMR and X-ray) studies were carried out at The University of Bristol. G. C. L.-J. thanks the Royal Society (London) for a post-doctoral fellowship (1992-94), the Swiss National Science Foundation, F. Hoffmann-La-Roche and the Zeneca Strategic Research Fund for financial support. Drs Guido Koch and Patrick Schnider kindly provided lc, 2a and 2b.
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