Cobalt-Catalyzed C-H Borylation of Alkyl Arenes and Heteroarenes Including the First Selective Borylations of Secondary Benzylic C-H Bonds

被引:32
作者
Jayasundara, Chathurika R. K. [1 ]
Sabasovs, Dmitrijs [1 ]
Staples, Richard J. [1 ]
Oppenheimer, Jossian [2 ]
Smith, Milton R., III [1 ]
Maleczka, Robert E., Jr. [1 ]
机构
[1] Michigan State Univ, Dept Chem, 578 South Shaw Lane, E Lansing, MI 48824 USA
[2] Dow Chem Co USA, Proc Chem & Dev, Core R&D, Midland, MI 48674 USA
基金
美国国家科学基金会;
关键词
DISSOCIATION ENERGIES; METAL-CATALYSTS; DIRECTING GROUP; FUNCTIONALIZATION; ACTIVATION; COMPLEXES; LIGAND; CONSTRUCTION; NITROGEN; ORIGINS;
D O I
10.1021/acs.organomet.8b00144
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A cobalt di-tert-butoxide complex bearing N-heterocyclic carbene (NHC) ligands has been synthesized and characterized. This complex is effective at catalyzing the selective monoborylation of the benzylic position of alkyl arenes using pinacolborane (HBpin) as the boron source. This same cobalt complex enables selective monoborylation of N-methylpyrrole, N-methylpyrazole, and Nmethylindole. Catalysis can be achieved with as little as 2-3 mol % of the cobalt precatalyst at 80 degrees C.
引用
收藏
页码:1567 / 1574
页数:8
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