期刊
ORGANOMETALLICS
卷 37, 期 21, 页码 3928-3935出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.organomet.8b00585
关键词
-
资金
- Swiss National Science Foundation [200020_162362]
Interest in base metal catalysis motivates the development of Cu-based photoredox catalysts for organic synthesis. However, only a few Cu catalysts have been applied in photoredox reactions, the majority of which contain one or two 1,10-phenanthroline ligands. Here we design a 4,6-disubstituted 2,2'-bipyridine ligand for Cu. Two heteroleptic [Cu((NN)-N-boolean AND)((PP)-P-boolean AND)][PF6] complexes, where (NN)-N-boolean AND stands for the 2,2'-bipyridine ligand and (PP)-P-boolean AND stands for a bisphosphine ligand, have been synthesized and characterized. They exhibit longer excited state lifetimes and higher Cu(I) / Cu(II) potentials compared to the most widely used Cu catalyst, [Cu-(dap)(2)]Cl. The complex with Xantphos as the P<^>P ligand is an efficient catalyst for chlorotrifluoromethylation of terminal alkenes, especially styrenes, which had been challenging substrates for previously reported photoredox reactions. This chlorotrifluoromethylation method enables the convenient introduction of a trifluoromethyl group into organic molecules under mild conditions, which is important for medicinal chemistry.
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