RT info:eu-repo/semantics/article
T1 Photocatalytic Aerobic Dehydrogenation of N-Heterocycles with Ir(III) Photosensitizers Bearing the 2(2′-Pyridyl)benzimidazole Scaffold
A1 Echevarría Poza, Igor
A1 Vaquero Gutiérrez, Mónica
A1 Manzano, Blanca R.
A1 Jalón, Félix A.
A1 Quesada Pato, Roberto
A1 Espino Ordóñez, Gustavo
K1 Excited states
K1 Ligands
K1 Redox reactions
K1 Solvents
K1 Transition metals
K1 Química inorgánica
K1 Chemistry, Inorganic
K1 Química orgánica
K1 Chemistry, Organic
AB Photoredox catalysis constitutes a very powerful tool inorganic synthesis, due to its versatility, efficiency, and the mild conditionsrequired by photoinduced transformations. In this paper, we present anefficient and selective photocatalytic procedure for the aerobic oxidativedehydrogenation of partially saturated N-heterocycles to afford the respectiveN-heteroarenes (indoles, quinolines, acridines, and quinoxalines). Theprotocol involves the use of new Ir(III) biscyclometalated photocatalystsof 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 the2-(2′-pyridyl)benzimidazole scaffold. In-depth electrochemical and photophysical studies as well as DFT calculations have allowed us to establishstructure−activity relationships, which provide insights for the rational designof efficient metal-based dyes in photocatalytic oxidation reactions. Inaddition, we have formulated a dual mechanism, mediated by the radicalanion superoxide, for the above-mentioned transformations.
PB American Chemical Society
SN 0020-1669
YR 2022
FD 2022-04
LK http://hdl.handle.net/10259/7407
UL http://hdl.handle.net/10259/7407
LA eng
NO We acknowledge the financial support provided by the Spanish Ministerio de Ciencia, Innovación y Universidades (RTI2018- 100709-B-C21 and CTQ (QMC)-RED2018-102471-T), Consejería de Educación de la Junta de Castilla y León and FEDER (BU087G19 and BU067P20), and Junta de Comunidades de Castilla-La Mancha-FEDER (JCCM) (grant SBPLY/19/ 180501/000260). I.E. acknowledges his fellowship to both the European Social Fund and Consejería de Educación de la Junta de Castilla y León (EDU/1100/2017). We are also indebted to J. Delgado, P. Castroviejo, and M. Mansilla (PCT of the Universidad de Burgos) for technical support, G. GarcíaHerbosa for providing us access to CV equipment, and J. V. Cuevas-Vicario for support with Gaussian.
DS Repositorio Institucional de la Universidad de Burgos
RD 04-may-2024