New insight into Cu-catalyzed borocarbonylative coupling reactions of alkenes with alkyl halides

被引：4

作者：

Liu, Yanhong ^{[1
]}

Feng, Aili ^{[1
]}

Zhu, Rongxiu ^{[1
]}

Liu, Chengbu ^{[1
]}

Zhang, Dongju ^{[1
]}

机构：

[1] Shandong Univ, Sch Chem & Chem Engn, Key Lab Colloid & Interface Chem, Minist Educ, Jinan 250100, Peoples R China

来源：

JOURNAL OF CATALYSIS | 2023年 / 418卷

关键词：

Density functional theory calculations; Copper; IPr and Xantphos ligands; Alkenes; Alkyl halides; Borocarbonylative; OXIDATIVE ADDITION; BORYL COMPLEXES; BASIS-SETS; DFT; CO2; BORACARBOXYLATION; REACTIVITY; REDUCTION; MECHANISM; PHOSPHINE;

D O I：

10.1016/j.jcat.2023.01.014

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Density functional theory (DFT) calculations were performed to better understand the mechanism of copper-catalyzed four-component borocarbonylative coupling of alkenes with alkyl halides by using bis(pinacolato)diboron as the boron reagent under CO atmosphere as reported in the recent literature. An unexpected reaction mechanism was shown to be viable, which occurs via a CuI-only involved, two-ligand relay-enabled, and no radical-participated copper catalysis with a SN2-type C-C coupling fashion. The theoretical results rationalized the experimentally observed regio- and chemoselectivities, and substituent effect of alkenes as well as the fact the reaction is totally inhibited by radical trapping reagents.

引用

页码：263 / 272

页数：10

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