Building Catalytic Reactions One Electron at a Time DOI
Julian G. West

Accounts of Chemical Research, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 24, 2024

ConspectusClassical education in organic chemistry and catalysis, not the least my own, has centered on two-electron transformations, from nucleophilic attack to oxidative addition. The focus is well-founded, as this brand of enabled incredible feats synthesis, development life-saving pharmaceuticals production ubiquitous commodity chemicals. With that said, approach many ways complementary nature, where enzymes frequently make use single-electron "radical" steps achieve challenging reactions with exceptional selectivity, including light detection C-H hydroxylation. While power radical elementary undeniable, fundamental understanding of─and ability apply─these catalysis remains underdeveloped, constraining palette which chemists can new reactions.Motivation remedy traditional underemphasis been intensified by runaway success outer-sphere photoredox only confirming versatility radicals anthropogenic but also teaching value robust well-understood catalytic cycles for reaction design. Indeed, I would argue fueled strong its underlying steps, consideration transfer (SET) energetics allowing be designed

Language: Английский

Photoredox/Pyridine N-Oxide Catalyzed Carbohydroxylation and Aminohydroxylation of α-Olefins DOI

Cristina Ascenzi Pettenuzzo,

Deepak Ranjan Pradhan,

Jujhar Singh

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: March 15, 2025

Regioselective carbohydroxylation and aminohydroxylation of α-olefins were developed by a photoredox catalyst pyridine N-oxide. This approach offers the catalytic direct conversion unactivated alkenes to series primary alcohols, including those bearing β-quaternary carbon centers β-amino alcohols. The regioselective difunctionalization is enabled radical addition α-olefin from N-oxy radical, which generated readily available N-oxide via catalyzed single-electron oxidation. A combination experimental computational mechanistic studies was employed lend support for proposed reaction mechanism that proceeds interwoven steps polar substitution. implications this method further demonstrated examples carboetherification, carboesterification, lactone formation.

Language: Английский

Citations

0
Vitamin B12 in Photocatalysis – An Underexplored Frontier in Cooperative Catalysis DOI
Austin J. Moser,

Brian E. Funk,

Julian G. West

et al.

ChemCatChem, Journal Year: 2023, Volume and Issue: 16(7)

Published: Dec. 23, 2023

Vitamin B

Language: Английский

Citations

4
Photochemical Synthesis and Ring‐Opening of Aziridines and Epoxides: State‐of‐the‐Art DOI
Lucas G. Furniel, Arlene G. Corrêa

ChemPhotoChem, Journal Year: 2024, Volume and Issue: 8(9)

Published: May 13, 2024

Abstract The development of greener methods for the preparation three‐membered rings has increased in last decade, not only due to their biological activity but also ring strain those heterocycles that make them useful precursors more complex molecules. In this work, visible‐light‐promoted synthesis and ring‐opening aziridines epoxides, reported five years, were reviewed. Both homogeneous heterogeneous catalysts discussed and, addition, plausible mechanism pathways highlighted.

Language: Английский

Citations

1
Structural Evolution of Photoexcited Methylcobalamin toward a CarH-like Metastable State: Evidence from Time-Resolved X-ray Absorption and X-ray Emission DOI
Roseanne J. Sension, Taylor P. McClain,

Lindsay B. Michocki

et al.

The Journal of Physical Chemistry B, Journal Year: 2024, Volume and Issue: 128(34), P. 8131 - 8144

Published: Aug. 16, 2024

CarH is a protein photoreceptor that uses form of B

Language: Английский

Citations

0
Building Catalytic Reactions One Electron at a Time DOI
Julian G. West

Accounts of Chemical Research, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 24, 2024

ConspectusClassical education in organic chemistry and catalysis, not the least my own, has centered on two-electron transformations, from nucleophilic attack to oxidative addition. The focus is well-founded, as this brand of enabled incredible feats synthesis, development life-saving pharmaceuticals production ubiquitous commodity chemicals. With that said, approach many ways complementary nature, where enzymes frequently make use single-electron "radical" steps achieve challenging reactions with exceptional selectivity, including light detection C-H hydroxylation. While power radical elementary undeniable, fundamental understanding of─and ability apply─these catalysis remains underdeveloped, constraining palette which chemists can new reactions.Motivation remedy traditional underemphasis been intensified by runaway success outer-sphere photoredox only confirming versatility radicals anthropogenic but also teaching value robust well-understood catalytic cycles for reaction design. Indeed, I would argue fueled strong its underlying steps, consideration transfer (SET) energetics allowing be designed

Language: Английский

Citations

0