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硅硼酸酯介导的芳基氟化物在有或无镍催化剂情况下的脱氟硅基化反应

Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst.

作者信息

Zhou Jun, Zhao Zhengyu, Shibata Norio

机构信息

Department of Nanopharmaceutical Sciences, Nagoya Institute of Technology, Nagoya, Japan.

Institute of Advanced Fluorine-Containing Materials, Zhejiang Normal University, Jinhua, China.

出版信息

Front Chem. 2021 Oct 25;9:771473. doi: 10.3389/fchem.2021.771473. eCollection 2021.

DOI:10.3389/fchem.2021.771473
PMID:34760872
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8573161/
Abstract

The defluorosilylation of aryl fluorides to access aryl silanes was achieved under transition-metal-free conditions an inert C-F bond activation. The defluorosilylation, mediated by silylboronates and KOtBu, proceeded smoothly at room temperature to afford various aryl silanes in good yields. Although a comparative experiment indicated that Ni catalyst facilitated this transformation more efficiently, the transition-metal-free protocol is advantageous from a green chemistry perspective.

摘要

在无过渡金属条件下,通过惰性C-F键活化实现了芳基氟化物向芳基硅烷的脱氟硅基化反应。由硼酸硅酯和叔丁醇钾介导的脱氟硅基化反应在室温下顺利进行,以良好的产率得到了各种芳基硅烷。尽管对比实验表明镍催化剂能更有效地促进这种转化,但从绿色化学的角度来看,无过渡金属的方案具有优势。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0058/8573161/387d520cd4f6/fchem-09-771473-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0058/8573161/e4a79b470f5f/fchem-09-771473-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0058/8573161/387d520cd4f6/fchem-09-771473-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0058/8573161/e4a79b470f5f/fchem-09-771473-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0058/8573161/387d520cd4f6/fchem-09-771473-g002.jpg

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