1. Activation of Aryl Chlorides for Suzuki Cross-Coupling by Ligandless, Heterogeneous Palladium
- Author
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John R. Sowa, Jr. ,‡,§, Carl LeBlond, Yongkui Sun,† and, and Arthur T. Andrews
- Subjects
Aryl ,Organic Chemistry ,chemistry.chemical_element ,Biochemistry ,Chloride ,Medicinal chemistry ,Coupling (electronics) ,chemistry.chemical_compound ,chemistry ,Electronic effect ,medicine ,Organic chemistry ,Physical and Theoretical Chemistry ,Selectivity ,medicine.drug ,Palladium - Abstract
We demonstrate that Pd/C without added ligands catalyzes the Suzuki cross-coupling reaction with aryl chlorides. The ability of heterogeneous Pd to activate the C−Cl bond is explained in terms of a synergistic anchimeric and electronic effect that occurs between the Pd surface and the aryl chloride. Furthermore, the importance of selectivity control following C−Cl bond activation is illustrated by the striking role that solvents play in determining homo- vs cross-coupling pathways of the aryl chlorides.
- Published
- 2001
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