An air-stable radical with a redox-chameleonic amide

An air-stable radical with a redox-chameleonic amide
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具有氧化还原变色酰胺的空气稳定自由基

DOI:
10.1039/d2cc05404c
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发表时间:
2023
影响因子:
4.9
通讯作者:
Martin, David
Martin, David
中科院分区:
化学2区
文献类型:
--
作者:
Peltier, Jesse L.;Serrato, Melinda R.;Thery, Valentin;Pecaut, Jacques;Tomás-Mendivil, Eder;Bertrand, Guy;Jazzar, Rodolphe;Martin, David

文献摘要

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通过环(烷基)(氨基)碳烯与咔唑酰氯反应,然后进行单电子还原,合成了空气稳定的(氨基)(胺)自由基。我们发现相邻的自由基中心削弱了酰胺键。它使氨基在空间约束下充当强受体,从而增强了稳定的补偿作用。
An air-stable (amino)(amido)radical was synthesized by reacting a cyclic (alkyl)(amino)carbene with carbazoyl chloride, followed by one-electron reduction. We show that an adjacent radical center weakens the amide bond. It enables the amino group to act as a strong acceptor under steric contraint, thus enhancing the stabilizing capto-dative effect.