Mesoionic carbene-Breslow intermediates as super electron donors: Application to the metal-free arylacylation of alkenes

W Liu, A Vianna, Z Zhang, S Huang, L Huang… - Chem Catalysis, 2021 - cell.com
Classical N-heterocyclic carbenes (NHCs), such as thiazolylidenes, 1, 2, 4-triazolylidenes,
and imidazol (in)-2-ylidenes, are powerful organocatalysts for aldehyde transformations …

Polysulfide anions as visible light photoredox catalysts for aryl cross-couplings

H Li, X Tang, JH Pang, X Wu, EKL Yeow… - Journal of the …, 2020 - ACS Publications
Polysulfide anions are endowed with unique redox properties, attracting considerable
attentions for their applications in alkali metals–sulfur batteries. However, the employment of …

The Photoredox Paradox: Electron and Hole Upconversion as the Hidden Secrets of Photoredox Catalysis

IV Alabugin, P Eckhardt, KM Christopher… - Journal of the …, 2024 - ACS Publications
Although photoredox catalysis is complex from a mechanistic point of view, it is also often
surprisingly efficient. In fact, the quantum efficiency of a puzzlingly large portion of …

Facile access to benzofuran derivatives through radical reactions with heteroatom-centered super-electron-donors

S Jiang, W Wang, C Mou, J Zou, Z Jin, G Hao… - Nature …, 2023 - nature.com
The development of suitable electron donors is critical to single-electron-transfer (SET)
processes. The use of heteroatom-centered anions as super-electron-donors (SEDs) for …

C-Alkylation of alkali metal carbanions with olefins

MJP Mandigma, M Domański… - Organic & Biomolecular …, 2020 - pubs.rsc.org
C-Alkylations of alkali metal carbanions with olefins, first reported five decades ago, is a
class of reaction undergoing a resurgence in organic synthesis in recent years. As opposed …

1H-1,2,3-Triazol-5-ylidenes as Catalytic Organic Single-Electron Reductants

M Abdellaoui, K Oppel, A Vianna… - Journal of the …, 2024 - ACS Publications
Most of the known single-electron reductants are either metal based reagents, used in a
stoichiometric amount, or a combination of an organic species and a photocatalyst. Here we …

A Hierarchy of Ligands Controls Formation and Reaction of Aryl Radicals in Pd-Catalyzed Ground-State Base-Promoted Coupling Reactions

KF Clark, S Tyerman, L Evans… - Journal of the …, 2023 - ACS Publications
Palladium salts and complexes were tested separately and in the presence of added ligands
as potential sources of aryl radicals in ground-state coupling reactions of aryl halide with …

Stable Meisenheimer Complexes as Powerful Photoreductants Readily Obtained from Aza‐Hetero Aromatic Compounds

F Calogero, L Wilczek, E Pinosa… - Angewandte Chemie …, 2024 - Wiley Online Library
Excited states of radical anions derived from the photoreduction of stable organic molecules
are suggested to serve as potent reductants. However, excited states of these species are …

An assay for aryl radicals using BHAS coupling

KF Clark, S Tyerman, L Evans, CM Robertson… - Organic & …, 2024 - pubs.rsc.org
Aryl radicals are intermediates in many reactions, but determining their presence
unambiguously is often challenging. As we recently reported, reaction of 2-iodo-1, 3 …

Radical condensation between benzylic alcohols and acetamides to form 3-arylpropanamides

K Azizi, R Madsen - Chemical Science, 2020 - pubs.rsc.org
A new radical condensation reaction is developed where benzylic alcohols and acetamides
are coupled to generate 3-arylpropanamides with water as the only byproduct. The …