Computational exploration of substrate and ligand effects in nickel-catalyzed C–Si bond carboxylation with CO2

文献情報

出版日 2019-09-20

DOI 10.1039/C9QO00854C

インパクトファクター 5.281

著者

Xiangying Lv, Xiaotian Zhang, Rongjian Sa, Fang Huang, Gang Lu

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要旨

The substrate and ligand effects in nickel-catalyzed C–Si bond carboxylation with CO2 were investigated using density functional theory (DFT) calculations. Distortion/interaction analysis was used to thoroughly understand the origins of the selectivity in competing C(sp2)–Si and C(sp3)–Si bond cleavages and the reactivity of CO2 insertion when employing different cyclic organosilicon substrates and NHC ligands. The results reveal that the selectivity between C(sp2)–Si and C(sp3)–Si oxidative addition in substrates with different ring sizes is mostly determined by the interaction energy between catalysts and substrates. The deformabilities of substrates and nickelacycles are the major factors that determine the reactivity of CO2 insertion, which are derived from the substrate ring strain and the ligand steric hindrance, respectively.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Computational exploration of substrate and ligand effects in nickel-catalyzed C–Si bond carboxylation with CO2

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