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氢化锌催化的酯的硼氢化反应。

Zinc hydride catalyzed hydroboration of esters.

作者信息

Patro A Ganesh, Sahoo Rajata Kumar, Nembenna Sharanappa

机构信息

School of Chemical Sciences, National Institute of Science Education and Research (NISER), Homi Bhabha National Institute (HBNI) Bhubaneswar, 752050, India.

出版信息

Dalton Trans. 2024 Feb 20;53(8):3621-3628. doi: 10.1039/d3dt04084d.

Abstract

The conjugated bis-guanidinate (CBG)-supported zinc hydride {LZnH}; L = {(ArHN)(ArN)-CN-C(NAr)(NHAr); Ar = 2,6-Et-CH} (I) is utilized as a catalyst for the hydroboration of esters with pinacolborane (HBpin) under mild reaction conditions. Various aryl and alkyl substrates containing electron-donating, withdrawing, and cyclic groups of esters are effectively converted into alkoxy boronate esters as products upon hydroboration. Furthermore, stoichiometric experiments have been performed to understand the plausible reaction mechanism for the hydroboration of esters. Additionally, complex (I) was used for the hydroboration of carbonate, carboxylic acid, and anhydride substrates to showcase the broad substrate scope.

摘要

共轭双胍基(CBG)负载的氢化锌{LZnH};L = {(ArHN)(ArN)-CN-C(NAr)(NHAr);Ar = 2,6-Et-CH}(I)在温和的反应条件下用作酯与频哪醇硼烷(HBpin)硼氢化反应的催化剂。各种含有供电子、吸电子和环状酯基的芳基和烷基底物在硼氢化反应后有效地转化为产物烷氧基硼酸酯。此外,还进行了化学计量实验以了解酯硼氢化反应可能的反应机理。此外,配合物(I)用于碳酸酯、羧酸和酸酐底物的硼氢化反应,以展示其广泛的底物范围。

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