Nickel-catalyzed radical mechanisms: informing cross-coupling for synthesizing non-canonical biomolecules

GA Dawson, EH Spielvogel, T Diao - Accounts of Chemical …, 2023 - ACS Publications
Conspectus Nickel excels at facilitating selective radical chemistry, playing a pivotal role in
metalloenzyme catalysis and modern cross-coupling reactions. Radicals, being nonpolar …

Mechanisms of nickel-catalyzed cross-coupling reactions

JB Diccianni, T Diao - Trends in Chemistry, 2019 - cell.com
Advances in nickel-catalyzed cross-coupling reactions have expanded the chemical space
of accessible structures and enabled new synthetic disconnections. The unique properties of …

Nickel and palladium catalysis: Stronger demand than ever

VM Chernyshev, VP Ananikov - Acs Catalysis, 2022 - ACS Publications
Key similarities and differences of Pd and Ni in catalytic systems are discussed. Overall, Ni
and Pd catalyze a vast number of similar C–C and C–heteroatom bond-forming reactions …

Carbon-centered radical capture at nickel (II) complexes: Spectroscopic evidence, rates, and selectivity

Q Lin, EH Spielvogel, T Diao - Chem, 2023 - cell.com
The capture of carbon-centered radicals at a nickel (II) center is commonly featured in recent
cross-coupling and metallaphotoredox catalytic reactions. Despite its widespread …

Mechanisms of nickel-catalyzed coupling reactions and applications in alkene functionalization

J Diccianni, Q Lin, T Diao - Accounts of chemical research, 2020 - ACS Publications
Conspectus Nickel complexes exhibit distinct properties from other group 10 metals,
including a small nuclear radius, high paring energy, low electronegativity, and low redox …

Oxidative addition of aryl halides to a Ni (I)-bipyridine complex

SI Ting, WL Williams, AG Doyle - Journal of the American …, 2022 - ACS Publications
The oxidative addition of aryl halides to bipyridine-or phenanthroline-ligated nickel (I) is a
commonly proposed step in nickel catalysis. However, there is a scarcity of complexes of this …

Radicals: reactive intermediates with translational potential

M Yan, JC Lo, JT Edwards… - Journal of the American …, 2016 - ACS Publications
This Perspective illustrates the defining characteristics of free radical chemistry, beginning
with its rich and storied history. Studies from our laboratory are discussed along with recent …

Direct C(sp3)–H Cross Coupling Enabled by Catalytic Generation of Chlorine Radicals

BJ Shields, AG Doyle - Journal of the American Chemical Society, 2016 - ACS Publications
Here we report the development of a C (sp3)–H cross-coupling platform enabled by the
catalytic generation of chlorine radicals by nickel and photoredox catalysis. Aryl chlorides …

Modern transition-metal-catalyzed carbon–halogen bond formation

DA Petrone, J Ye, M Lautens - Chemical Reviews, 2016 - ACS Publications
The high utility of halogenated organic compounds has prompted the development of a vast
number of transformations which install the carbon–halogen motif. Traditional routes to …

Mechanism of Ni-catalyzed reductive 1, 2-dicarbofunctionalization of alkenes

Q Lin, T Diao - Journal of the American Chemical Society, 2019 - ACS Publications
Ni-catalyzed cross-electrophile coupling reactions have emerged as appealing methods to
construct organic molecules without the use of stoichiometric organometallic reagents. The …