Understanding Hydrogen Atom and Hydride Transfer Processes during Electrochemical Alcohol and Aldehyde Oxidation

ACS Catalysis ◽  
2021 ◽  
pp. 15110-15124
Author(s):  
Michael T. Bender ◽  
Robert E. Warburton ◽  
Sharon Hammes-Schiffer ◽  
Kyoung-Shin Choi
Keyword(s):  
Hydrogen Atom ◽  
Hydride Transfer ◽  
Transfer Processes ◽  
Aldehyde Oxidation

Sulfamides Direct Radical-Mediated Chlorination of Aliphatic C–H Bonds

2019 ◽  
Author(s):  
Melanie Short ◽  
Mina Shehata ◽  
Matthew Sanders ◽  
Jennifer Roizen
Keyword(s):  
Hydrogen Atom ◽  
Transfer Reaction ◽  
Hydrogen Atom Transfer ◽  
Chain Propagation ◽  
Propagation Mechanism ◽  
Atom Transfer ◽  
Radical Chain ◽  
Radical Intermediates ◽  
Transfer Processes ◽  
Unusual Position

Sulfamides guide intermolecular chlorine transfer to gamma-C(sp<sup>3</sup>) centers. This unusual position-selectivity arises because accessed sulfamidyl radical intermediates engage in otherwise rare 1,6-hydrogen-atom transfer processes. The disclosed chlorine-transfer reaction relies on a light-initiated radical chain-propagation mechanism to oxidize C(sp<sup>3</sup>)-H bonds.

Sulfamides Direct Radical-Mediated Chlorination of Aliphatic C–H Bonds

2019 ◽  
Author(s):  
Melanie Short ◽  
Mina Shehata ◽  
Matthew Sanders ◽  
Jennifer Roizen
Keyword(s):  
Hydrogen Atom ◽  
Transfer Reaction ◽  
Hydrogen Atom Transfer ◽  
Chain Propagation ◽  
Propagation Mechanism ◽  
Atom Transfer ◽  
Radical Chain ◽  
Radical Intermediates ◽  
Transfer Processes ◽  
Unusual Position

Sulfamides guide intermolecular chlorine transfer to gamma-C(sp<sup>3</sup>) centers. This unusual position-selectivity arises because accessed sulfamidyl radical intermediates engage in otherwise rare 1,6-hydrogen-atom transfer processes. The disclosed chlorine-transfer reaction relies on a light-initiated radical chain-propagation mechanism to oxidize C(sp<sup>3</sup>)-H bonds.

scholarly journals Thiyl and phenoxyl free radicals and NADH Direct observation of one-electron oxidation

1986 ◽  
Vol 240 (3) ◽  
pp. 897-903 ◽  
Author(s):  
L G Forni ◽  
R L Willson
Keyword(s):  
Electron Transfer ◽  
Free Radicals ◽  
Hydrogen Atom ◽  
Pulse Radiolysis ◽  
Biological Significance ◽  
Transfer Reactions ◽  
Absolute Rate ◽  
Transfer Processes ◽  
Biochemical Systems ◽  
Electron Transfer Processes

Absolute rate constants for the reaction of NADH with thiyl free radicals derived from various sulphur-containing compounds of biological significance were measured by using the technique of pulse radiolysis. These and related reactions with phenoxyl free radicals are believed to occur through one-electron-transfer processes. Further evidence comes from studies with deuterated NADH. The results support the possibility that, in biochemical systems, thiols may act as catalysts linking hydrogen-atom and electron-transfer reactions.

scholarly journals Non-classical selectivities in the reduction of alkenes by cobalt-mediated hydrogen atom transfer

2015 ◽  
Vol 6 (11) ◽  
pp. 6250-6255 ◽  
Author(s):  
Xiaoshen Ma ◽  
Seth B. Herzon
Keyword(s):  
Hydrogen Atom ◽  
Hydrogen Atom Transfer ◽  
Atom Transfer ◽  
Hydrogenation Catalysts ◽  
Transfer Processes

It is shown that the reduction of alkenes by hydrogen atom transfer provides selectivities that are distinct from classical hydrogenation catalysts. The first alkene hydrobromination, hydroiodination, and hydroselenylation reactions that proceed by hydrogen atom transfer processes are also reported.

Acid-promoted hydride transfer from an NADH analogue to a Cr(iii)–superoxo complex via a proton-coupled hydrogen atom transfer

2021 ◽  
Author(s):  
Tarali Devi ◽  
Yong-Min Lee ◽  
Shunichi Fukuzumi ◽  
Wonwoo Nam
Keyword(s):  
Hydrogen Atom ◽  
Radical Cation ◽  
Hydride Transfer ◽  
Hydrogen Atom Transfer ◽  
Atom Transfer ◽  
Acid Proceeds

Acid-promoted hydride transfer from an NADH analogue to a Cr(iii)–superoxo complex in the presence of acid proceeds via the full formation of the NADH analogue radical cation, followed by the decay of the radical, and accompanied then by the formation of NAD+.

Steric effects in proton and hydride transfer processes in strongly acidic solvents

Tetrahedron ◽  
1968 ◽  
Vol 24 (14) ◽  
pp. 4941-4946 ◽  
Author(s):  
W.Th.A.M. van der Lugt ◽  
H.M. Buck ◽  
L.J. Oosterhoff
Keyword(s):  
Hydride Transfer ◽  
Steric Effects ◽  
Transfer Processes ◽  
Acidic Solvents
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