Hydrogen Atom Transfer Reactions via Photoredox Catalyzed Chlorine Atom Generation DOI
Samantha Rohe,

Avery O. Morris,

Terry McCallum

et al.

Angewandte Chemie International Edition, Journal Year: 2018, Volume and Issue: 57(48), P. 15664 - 15669

Published: Oct. 8, 2018

Abstract The selective functionalization of chemically inert C−H bonds remains to be fully realized in achieving organic transformations that are redox‐neutral, waste‐limiting, and atom‐economical. catalytic generation chlorine atoms from chloride ions is one the most challenging redox processes, where requirement harsh oxidizing reaction conditions renders it seldom utilized synthetic applications. We report mild, controlled, as a new opportunity for access wide variety hydrogen atom transfer (HAT) reactions owing high stability HCl. discovery photoredox mediated with Ir‐based polypyridyl complex, [Ir(dF(CF 3 )ppy) 2 (dtbbpy)]Cl, under blue LED irradiation reported.

Language: Английский

Stereocontrolled Synthesis of 1,4‐Dicarbonyl Compounds by Photochemical Organocatalytic Acyl Radical Addition to Enals DOI Creative Commons
Giulio Goti, Bartosz Bieszczad, Alberto Vega‐Peñaloza

et al.

Angewandte Chemie International Edition, Journal Year: 2018, Volume and Issue: 58(4), P. 1213 - 1217

Published: Nov. 12, 2018

We report a visible-light-mediated organocatalytic strategy for the enantioselective acyl radical conjugate addition to enals, leading valuable 1,4-dicarbonyl compounds. The process capitalizes upon excited-state reactivity of 4-acyl-1,4-dihydropyridines that, visible-light absorption, can trigger generation radicals. By means chiral amine catalyst, iminium ion activation enals ensures stereoselective trap. also demonstrate how combination this acylation with second catalyst-controlled bond-forming event allows selectively access full matrix all possible stereoisomers resulting 2,3-substituted products.

Language: Английский

Citations

192

Exploiting attractive non-covalent interactions for the enantioselective catalysis of reactions involving radical intermediates DOI
Rupert S. J. Proctor, Avene C. Colgan, Robert J. Phipps

et al.

Nature Chemistry, Journal Year: 2020, Volume and Issue: 12(11), P. 990 - 1004

Published: Oct. 19, 2020

Language: Английский

Citations

188

Organic Electrosynthesis: Applications in Complex Molecule Synthesis DOI
Andrey Shatskiy, Helena Lundberg, Markus D. Kärkäs

et al.

ChemElectroChem, Journal Year: 2019, Volume and Issue: 6(16), P. 4067 - 4092

Published: May 23, 2019

Abstract Organic electrosynthesis is an enabling and sustainable technology, which constitutes a rapidly expanding field of research. Electrochemical approaches serve as convenient green alternatives to stoichiometric toxic chemical redox agents. Electrosynthesis promising platform for harnessing the unique reactivity profiles radical intermediates, expediting development new reaction manifolds. This Review highlights both anodic cathodic methods construction various kinds complex molecules.

Language: Английский

Citations

187

Photochemical generation of radicals from alkyl electrophiles using a nucleophilic organic catalyst DOI
Bertrand Schweitzer‐Chaput,

Matthew A. Horwitz,

Eduardo de Pedro Beato

et al.

Nature Chemistry, Journal Year: 2018, Volume and Issue: 11(2), P. 129 - 135

Published: Nov. 22, 2018

Language: Английский

Citations

186

Hydrogen Atom Transfer Reactions via Photoredox Catalyzed Chlorine Atom Generation DOI
Samantha Rohe,

Avery O. Morris,

Terry McCallum

et al.

Angewandte Chemie International Edition, Journal Year: 2018, Volume and Issue: 57(48), P. 15664 - 15669

Published: Oct. 8, 2018

Abstract The selective functionalization of chemically inert C−H bonds remains to be fully realized in achieving organic transformations that are redox‐neutral, waste‐limiting, and atom‐economical. catalytic generation chlorine atoms from chloride ions is one the most challenging redox processes, where requirement harsh oxidizing reaction conditions renders it seldom utilized synthetic applications. We report mild, controlled, as a new opportunity for access wide variety hydrogen atom transfer (HAT) reactions owing high stability HCl. discovery photoredox mediated with Ir‐based polypyridyl complex, [Ir(dF(CF 3 )ppy) 2 (dtbbpy)]Cl, under blue LED irradiation reported.

Language: Английский

Citations

184