2026-04-17T07:29:07Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/74072026-02-06T12:52:47Zcom_10259_3592com_10259_3591com_10259.4_106com_10259_2604com_10259_4363com_10259_5086com_10259_6185com_10259_3924col_10259_3930col_10259_4364col_10259_6186col_10259_3925
Photocatalytic Aerobic Dehydrogenation of N-Heterocycles with Ir(III) Photosensitizers Bearing the 2(2′-Pyridyl)benzimidazole Scaffold
Echevarría Poza, Igor
Vaquero Gutiérrez, Mónica
Manzano, Blanca R.
Jalón Sotés, Félix Ángel
Quesada Pato, Roberto
Espino Ordóñez, Gustavo
Excited states
Ligands
Redox reactions
Solvents
Transition metals
Photoredox catalysis constitutes a very powerful tool in
organic synthesis, due to its versatility, efficiency, and the mild conditions
required by photoinduced transformations. In this paper, we present an
efficient and selective photocatalytic procedure for the aerobic oxidative
dehydrogenation of partially saturated N-heterocycles to afford the respective
N-heteroarenes (indoles, quinolines, acridines, and quinoxalines). The
protocol involves the use of new Ir(III) biscyclometalated photocatalysts
of the general formula [Ir(C^N)2(N^N′)]Cl, where the C^N ligand is 2-
(2,4-difluorophenyl)pyridinate, and N^N′ are different ligands based on the
2-(2′-pyridyl)benzimidazole scaffold. In-depth electrochemical and photophysical studies as well as DFT calculations have allowed us to establish
structure−activity relationships, which provide insights for the rational design
of efficient metal-based dyes in photocatalytic oxidation reactions. In
addition, we have formulated a dual mechanism, mediated by the radical
anion superoxide, for the above-mentioned transformations.
2023-02-07
2023-02-07
2022-04
info:eu-repo/semantics/article
0020-1669
http://hdl.handle.net/10259/7407
10.1021/acs.inorgchem.2c00358
1520-510X
eng
Inorganic Chemistry. 2022, V. 61, n. 16, p. 6193-6208
https://doi.org/10.1021/acs.inorgchem.2c00358
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-100709-B-C21/ES/NUEVOS METALOFARMACOS DISEÑADOS PARA INCREMENTAR LA SELECTIVIDAD EN TRATAMIENTOS CONTRA EL CANCER. USO DE FOTOTERAPIA Y VEHICULIZACION CON LIGANDOS DIRIGIDOS A TUMORES/
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RED2018-102471-T/ES/METALOFARMACOS MULTIFUNCIONALES PARA DIAGNOSIS Y TERAPIA/
info:eu-repo/grantAgreement/Junta de Castilla y León//BU087G19//Compuestos organometálicos de ir(iii) en terapias antiproliferativas y como sondas químicas deaminas biógenas/
info:eu-repo/grantAgreement/Junta de Castilla y León//BU067P20//Molecular tools targeting cellular metabolism for cancer therapy/
info:eu-repo/grantAgreement/JCCM//SBPLY%2F19%2F 180501%2F000260/
http://creativecommons.org/licenses/by/4.0/
info:eu-repo/semantics/openAccess
Atribución 4.0 Internacional
American Chemical Society