期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 140, 期 44, 页码 14836-14843出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b08605
关键词
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资金
- Cornell University
- NSF [CHE-1751839]
- NIGMS [P41GM103521]
Alkyl chlorides are common functional groups in synthetic organic chemistry. However, the engagement of unactivated alkyl chlorides, especially tertiary alkyl chlorides, in transition-metal-catalyzed C-C bond formation remains challenging. Herein, we describe the development of a Ti-III-catalyzed radical addition of 2 degrees and 3 degrees alkyl chlorides to electron-deficient alkenes. Mechanistic data are consistent with inner-sphere activation of the C-Cl bond featuring Ti-III-mediated Cl atom abstraction. Evidence suggests that the active Ti-III catalyst is generated from the Ti-IV precursor in a Lewis-acid-assisted electron transfer process.
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