硼酸化
分子间力
激进的
位阻效应
化学
光化学
区域选择性
反应性(心理学)
硼氢化
离解(化学)
药物化学
催化作用
分子
有机化学
烷基
芳基
医学
替代医学
病理
作者
Miao Wang,Yahao Huang,Peng Hu
出处
期刊:Science
[American Association for the Advancement of Science (AAAS)]
日期:2024-02-02
卷期号:383 (6682): 537-544
被引量:9
标识
DOI:10.1126/science.adj9258
摘要
Hydrogen atom transfer (HAT) processes can overcome the strong bond dissociation energies (BDEs) of inert C(sp 3 )–H bonds and thereby convert feedstock alkanes into value-added fine chemicals. Nevertheless, the high reactivity of HAT reagents, coupled with the small differences among various C(sp 3 )–H bond strengths, renders site-selective transformations of straight-chain alkanes a great challenge. Here, we present a photocatalytic intermolecular radical sampling process for the iron-catalyzed borylation of terminal C(sp 3 )–H bonds in substrates with small steric hindrance, including unbranched alkanes. Mechanistic investigations have revealed that the reaction proceeds through a reversible HAT process, followed by a selective borylation of carbon radicals. A boron-sulfoxide complex may contribute to the high terminal regioselectivity observed.
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