Photochemical and electrochemical applications of proton-coupled electron transfer in organic synthesis

PRD Murray, JH Cox, ND Chiappini, CB Roos… - Chemical …, 2021 - ACS Publications
We present here a review of the photochemical and electrochemical applications of multi-
site proton-coupled electron transfer (MS-PCET) in organic synthesis. MS-PCETs are redox …

Enantioselective photochemical reactions enabled by triplet energy transfer

J Großkopf, T Kratz, T Rigotti, T Bach - Chemical Reviews, 2021 - ACS Publications
For molecules with a singlet ground state, the population of triplet states is mainly possible
(a) by direct excitation and subsequent intersystem crossing or (b) by energy transfer from …

Radical NHC catalysis

K Liu, M Schwenzer, A Studer - ACS Catalysis, 2022 - ACS Publications
Radical/radical cross-coupling reactions represent an efficient and straightforward approach
for the construction of chemical bonds and accordingly have drawn increasing attention over …

A Paradigm Shift in Catalysis: Electro-and Photomediated Nickel-Catalyzed Cross-Coupling Reactions

MD Palkowitz, MA Emmanuel… - Accounts of Chemical …, 2023 - ACS Publications
Conspectus Transition-metal catalyzed cross-coupling reactions are fundamental reactions
in organic chemistry, facilitating strategic bond formations for accessing natural products …

Ni-electrocatalytic Csp3–Csp3 doubly decarboxylative coupling

B Zhang, Y Gao, Y Hioki, MS Oderinde, JX Qiao… - Nature, 2022 - nature.com
Cross-coupling between two similar or identical functional groups to form a new C–C bond
is a powerful tool to rapidly assemble complex molecules from readily available building …

Direct decarboxylative Giese reactions

DM Kitcatt, S Nicolle, AL Lee - Chemical Society Reviews, 2022 - pubs.rsc.org
The quest to find milder and more sustainable methods to generate highly reactive, carbon-
centred intermediates has led to a resurgence of interest in radical chemistry. In particular …

Overcoming limitations in decarboxylative arylation via Ag–Ni electrocatalysis

MD Palkowitz, G Laudadio, S Kolb, J Choi… - Journal of the …, 2022 - ACS Publications
A useful protocol for achieving decarboxylative cross-coupling (DCC) of redox-active esters
(RAE, isolated or generated in situ) and halo (hetero) arenes is reported. This pragmatically …

Decarboxylative cross-coupling: a radical tool in medicinal chemistry

G Laudadio, MD Palkowitz… - ACS Medicinal …, 2022 - ACS Publications
Carboxylic acids, the most versatile and ubiquitous diversity input used in medicinal
chemistry for canonical polar bond constructions such as amide synthesis, can now be …

Enantioselective alkylation of α-amino C(sp3)−H bonds via photoredox and nickel catalysis

J Li, B Cheng, X Shu, Z Xu, C Li, H Huo - Nature Catalysis, 2024 - nature.com
The catalytic enantioselective construction of C (sp 3)− C (sp 3) bonds remains a substantial
challenge in organic synthesis. One particularly promising approach is the use of transition …

Asymmetric 1, 4-functionalization of 1, 3-enynes via dual photoredox and chromium catalysis

FH Zhang, X Guo, X Zeng, Z Wang - Nature Communications, 2022 - nature.com
The merger of photoredox and transition-metal catalysis has evolved as a robust platform in
organic synthesis over the past decade. The stereoselective 1, 4-functionalization of 1, 3 …