Cage-Shaped Borate Esters with Enhanced Lewis Acidity and Catalytic Activity
Authors:
- 28 January 2006
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 8 (4) , 761-764
Abstract
A cage shape causes high Lewis acidity and catalytic activity on boron. Borate esters that have cage-shaped ligands have accessible LUMO with lower eigenvalues than normal open-shaped borate esters. A large dihedral angle at C−O−B−O in cage-shaped borate esters induces less overlap between p-orbitals on O and B. The hetero-Diels−Alder reaction is effectively catalyzed by the cage-shaped borate, although the open-shaped borate does not act as a catalyst.Keywords
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