4.8 Article

Cationic Cobalt Porphyrin-Catalyzed Allylation of Aldehydes with Allyltrimethylsilanes

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ORGANIC LETTERS
卷 21, 期 10, 页码 3834-3837

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01303

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  1. Advanced Catalytic Transformation Program for Carbon Utilization (ACT-C) from Japan Science and Technology Agency (JST) [JPMJCR12YE]
  2. Ministry of Education, Culture, Sports, Science and Technology (Japan) [18H04253, 17KT0006, 15H05845]

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Cationic cobalt porphyrin-catalyzed allylation of aldehydes with allyltrimethylsilanes is developed. The formation of the aldehyde-cobalt porphyrin complex, the key intermediate for the addition of allylsilanes, is confirmed by theoretical studies and synchrotron-based X-ray absorption fine-structure measurements. Facile dissociation of the product by allylation from the cobalt complex regenerates the active complex with the aldehyde. The readily obtainable [Co(TPP)]SbF6 complex serves as an efficient catalyst for this allylation.

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