Literature DB >> 27933881

Neutral Aminyl Radicals Derived from Azoimidazolium Dyes.

Léonard Y M Eymann1, Alexander G Tskhovrebov1, Andrzej Sienkiewicz2, José L Bila1, Ivica Živković2, Henrik M Rønnow2, Matthew D Wodrich1, Laurent Vannay1, Clémence Corminboeuf1, Philip Pattison2,3, Euro Solari1, Rosario Scopelliti1, Kay Severin1.   

Abstract

The synthesis and characterization of a new class of neutral aminyl radicals is reported. Monoradicals were obtained by reduction of azoimidazolium dyes with potassium. Structural, spectroscopic, and computational data suggest that the spin density is centered on one of the nitrogen atoms of the former azo group. The reduction of a dimeric dye with an octamethylbiphenylene bridge between the azo groups resulted in the formation of a biradical with largely independent unpaired electrons. Both the monoradicals and the biradical were found to display high stability in solution as well as in the solid state.

Entities:  

Year:  2016        PMID: 27933881     DOI: 10.1021/jacs.6b09124

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  Synthesis of aminyl biradicals by base-induced Csp3-Csp3 coupling of cationic azo dyes.

Authors:  Yizhu Liu; Paul Varava; Alberto Fabrizio; Léonard Y M Eymann; Alexander G Tskhovrebov; Ophélie Marie Planes; Euro Solari; Farzaneh Fadaei-Tirani; Rosario Scopelliti; Andrzej Sienkiewicz; Clémence Corminboeuf; Kay Severin
Journal:  Chem Sci       Date:  2019-05-09       Impact factor: 9.825

2.  Crystal structure of 2-[(E)-2-(4-bromo-phen-yl)diazen-1-yl]-4,5-bis-(4-meth-oxy-phen-yl)-1H-imidazole: the first example of a structurally characterized tri-aryl-azo-imid-azole.

Authors:  Ayalew Temesgen; Alexander G Tskhovrebov; Anna V Vologzhanina; Tuan A Le; Victor N Khrustalev
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2021-02-26

3.  Direct synthesis of 2-oxo-acetamidines from methyl ketones, aromatic amines and DMF via copper-catalyzed C(sp3)-H amidination.

Authors:  Dianke Xie; Wei He; Jiang Xiao; Yao Wu; Yongjia Guo; Qiang Liu; Cancheng Guo
Journal:  RSC Adv       Date:  2019-03-04       Impact factor: 4.036

4.  A Mesoionic Diselenolene Anion and the Corresponding Radical Dianion.

Authors:  Zhaowen Dong; Andrzej Sienkiewicz; Abdusalom A Suleymanov; Cesare Berton; Farzaneh Fadaei-Tirani; Rosario Scopelliti; Kay Severin
Journal:  Chemistry       Date:  2022-04-21       Impact factor: 5.020

5.  The curious case of a sterically crowded Stenhouse salt.

Authors:  Valentin Théry; Florian Molton; Selim Sirach; Neven Tillet; Jacques Pécaut; Eder Tomás-Mendivil; David Martin
Journal:  Chem Sci       Date:  2022-07-27       Impact factor: 9.969

6.  Unprecedented Coordination-Induced Bright Red Emission from Group 12 Metal-Bound Triarylazoimidazoles.

Authors:  Artyom A Astafiev; Olga V Repina; Boris S Tupertsev; Alexey A Nazarov; Maria R Gonchar; Anna V Vologzhanina; Valentine G Nenajdenko; Andreii S Kritchenkov; Victor N Khrustalev; Victor N Nadtochenko; Alexander G Tskhovrebov
Journal:  Molecules       Date:  2021-03-20       Impact factor: 4.411

  6 in total

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