An air-stable radical with a redox-chameleonic amide

被引:7
|
作者
Peltier, Jesse L. [1 ]
Serrato, Melinda R. [1 ]
Thery, Valentin [2 ]
Pecaut, Jacques [3 ]
Tomas-Mendivil, Eder [2 ]
Bertrand, Guy [1 ]
Jazzar, Rodolphe [1 ]
Martin, David [2 ]
机构
[1] Univ Calif San Diego, Dept Chem & Biochem, UCSD CNRS Joint Res Chem Lab IRL 3555, La Jolla, CA 92093 USA
[2] Univ Grenoble Alpes, DCM, CNRS, F-38000 Grenoble, France
[3] Univ Grenoble Alpes, INAC SyMMES, CNRS, CEA,UMR 5819, F-38000 Grenoble, France
关键词
SELECTIVE PHOTOCYCLIZATION; AMINO-ACIDS; CARBENES; STABILITY; 2-QUINUCLIDONIUM; REACTIVITY; COMPLEXES; OXIDATION; METALS; CATION;
D O I
10.1039/d2cc05404c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:595 / 598
页数:4
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