期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 28, 页码 10166-10172出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja505446y
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资金
- University of Delaware (UD)
- Research Corporation (Cottrell Scholars Program)
- NSF [CAREER CHE1254360, NSF CHE0421224, CHE1229234, CHE0840401, CHE1048367]
- NIH [NIH P20 GM103541, S10 RR02692]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1229234] Funding Source: National Science Foundation
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1254360] Funding Source: National Science Foundation
Using rational ligand design, we have developed of a second-generation ligand, bis(3,5-di-tert-butylphenyl) (tert-butyl)phosphine, for the preparation of allylsilanes using the palladium-catalyzed silyl-Heck reaction. This new ligand provides nearly complete suppression of starting material alkene isomerization that was observed with our first-generation catalyst, providing vastly improved yields of allylsilanes from simple alkene starting materials. The studies quantifying the electronic and steric properties of the new ligand are described. Finally, we report an X-ray crystal structure of a palladium complex resulting from the oxidative addition of Me3SiI using an analogous ligand that provides significant insight into the nature of the catalytic system.
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