Journal
ORGANIC LETTERS
Volume 21, Issue 13, Pages 5055-5058Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01645
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Funding
- National Natural Science Foundation of China [21472134]
- Key Laboratory of Organic Chemistry of Jiangsu Province
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
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A facile regioselective switch for nickel-catalyzed hydroarylation of vinylarenes with benzothiazoles has been developed, which relies on the simple structural variation of novel Ni(II) complexes of the type Ni(NHC)[P(OR)(3)]Br-2. Using magnesium turnings as the reductant, Ni(IMes)[P(OEt)(3)]Br-2 afforded branched products, while Ni(IPr*(OMe))[P(OEt)(3)]Br-2 created steric demand to afford linear products. This work also provides a rare example of the rational design of heteroleptic Ni(II) complexes that display the required air stability, reactivity, and regioselectivity via synergism between NHC and phosphite ligands.
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