期刊
ACS CATALYSIS
卷 -, 期 -, 页码 -出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.3c03353
关键词
metallaphotoredox; photocatalysis; nickel catalysis; cross-coupling; carboxylic acid
The study developed dual nickel photoredox catalysis conditions for the decarboxylative cross-coupling of aryl halides and carboxylic acids containing fully substituted α-carbons. High-throughput experimentation identified Ni(TMHD)(2) as the optimal precatalyst, while the nickel-bipyridyl complexes typically used in decarboxylative couplings predominantly produced undesired C-O products. Computational work provided insights into the potential mechanistic underpinnings for the C-C vs C-O selectivity of the nickel-diketonate complex.
Dual nickel photoredox catalysis conditions have been developed for the decarboxylative cross-coupling of aryl halides and carboxylic acids containing fully substituted a-carbons, a valuable but challenging substrate class for C(sp(2))-C(sp(3)) bond-forming reactions. High-throughput experimentation identified Ni(TMHD)(2) as the optimal precatalyst for this reaction in contrast to the nickel-bipyridyl complexes typically employed in decarboxylative couplings, which predominantly furnished undesired C-O products. Computational work provides insight into the potential mechanistic underpinnings for the C-C vs C-O selectivity for the nickel-diketonate complex.
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