Mechanism of Iminium Salt-Catalyzed C(sp3)–H Amination: Factors Controlling Hydride Transfer versus H-Atom Abstraction

Madeline E. Rotella; Robert M. B. Dyer; Michael K. Hilinski; Osvaldo Gutierrez

doi:10.1021/acscatal.9b03588

Mechanism of Iminium Salt-Catalyzed C(sp3)–H Amination: Factors Controlling Hydride Transfer versus H-Atom Abstraction

ACS Catalysis ◽

10.1021/acscatal.9b03588 ◽

2019 ◽

Vol 10 (1) ◽

pp. 897-906

Author(s):

Madeline E. Rotella ◽

Robert M. B. Dyer ◽

Michael K. Hilinski ◽

Osvaldo Gutierrez

Keyword(s):

Hydride Transfer ◽

Iminium Salt

Faculty Opinions recommendation of Quantum dynamics of hydride transfer catalyzed by bimetallic electrophilic catalysis: synchronous motion of Mg(2+) and H(-) in xylose isomerase.

Faculty Opinions – Post-Publication Peer Review of the Biomedical Literature ◽

10.3410/f.1007975.100509 ◽

2002 ◽

Author(s):

Mark Nelson

Keyword(s):

Quantum Dynamics ◽

Hydride Transfer ◽

Xylose Isomerase ◽

Synchronous Motion

Faculty Opinions recommendation of Barriers to Hydride Transfer in Wild Type and Mutant Dihydrofolate Reductase from E. coli.

Faculty Opinions – Post-Publication Peer Review of the Biomedical Literature ◽

10.3410/f.1016691.201160 ◽

2003 ◽

Author(s):

Arieh Warshel

Keyword(s):

Dihydrofolate Reductase ◽

Hydride Transfer ◽

Wild Type ◽

E Coli

Faculty Opinions recommendation of Lactate Racemase Nickel-Pincer Cofactor Operates by a Proton-Coupled Hydride Transfer Mechanism.

Faculty Opinions – Post-Publication Peer Review of the Biomedical Literature ◽

10.3410/f.732770883.793543614 ◽

2018 ◽

Author(s):

Michael Maroney

Keyword(s):

Hydride Transfer ◽

Transfer Mechanism

Hydride transfer stereospecificity of rat liver aldehyde dehydrogenases.

Journal of Biological Chemistry ◽

10.1016/s0021-9258(18)60901-9 ◽

1987 ◽

Vol 262 (23) ◽

pp. 10911-10913

Author(s):

K H Jones ◽

R Lindahl ◽

D C Baker ◽

R Timkovich

Keyword(s):

Rat Liver ◽

Hydride Transfer ◽

Aldehyde Dehydrogenases

Computational study on the mechanism of hydroboration of CO2 catalysed by POCOP pincer nickel thiolate complexes: concerted catalysis and hydride transfer by a shuttle

Dalton Transactions ◽

10.1039/d0dt04345a ◽

2021 ◽

Vol 50 (8) ◽

pp. 2903-2914

Author(s):

Nana Ma ◽

Chenhao Tu ◽

Qingli Xu ◽

Wenyue Guo ◽

Jie Zhang ◽

...

Keyword(s):

Computational Study ◽

Hydride Transfer ◽

Dft Computations ◽

Thiolate Complexes

The concerted catalysis and hydride shuttle mechanism for pincer nickel thiolate catalysed hydroboration of CO2 was established by DFT computations.

The Mechanism of Sugar C−H Bond Oxidation by a Flavoprotein Oxidase Occurs by a Hydride Transfer Before Proton Abstraction

Chemistry - A European Journal ◽

10.1002/chem.201806078 ◽

2019 ◽

Vol 25 (17) ◽

pp. 4460-4471 ◽

Cited By ~ 3

Author(s):

Thanyaporn Wongnate ◽

Panida Surawatanawong ◽

Litavadee Chuaboon ◽

Narin Lawan ◽

Pimchai Chaiyen

Keyword(s):

Hydride Transfer ◽

Proton Abstraction

Active site arginine controls the stereochemistry of hydride transfer in cyclohexanone monooxygenase

Archives of Biochemistry and Biophysics ◽

10.1016/j.abb.2018.09.025 ◽

2018 ◽

Vol 659 ◽

pp. 47-56 ◽

Cited By ~ 4

Author(s):

Osei Boakye Fordwour ◽

Kirsten R. Wolthers

Keyword(s):

Active Site ◽

Hydride Transfer ◽

Cyclohexanone Monooxygenase

Structure–Reactivity Effects on Intrinsic Primary Kinetic Isotope Effects for Hydride Transfer Catalyzed by Glycerol-3-phosphate Dehydrogenase

Journal of the American Chemical Society ◽

10.1021/jacs.6b07028 ◽

2016 ◽

Vol 138 (44) ◽

pp. 14526-14529 ◽

Cited By ~ 7

Author(s):

Archie C. Reyes ◽

Tina L. Amyes ◽

John P. Richard

Keyword(s):

Isotope Effects ◽

Hydride Transfer ◽

Kinetic Isotope Effects ◽

Kinetic Isotope ◽

Glycerol 3 Phosphate Dehydrogenase

Barriers to Hydride Transfer in Wild Type and Mutant Dihydrofolate Reductase fromE.coli

The Journal of Physical Chemistry B ◽

10.1021/jp035734n ◽

2003 ◽

Vol 107 (50) ◽

pp. 14042-14051 ◽

Cited By ~ 39

Author(s):

Ian F. Thorpe ◽

Charles L. Brooks

Keyword(s):

Dihydrofolate Reductase ◽

Hydride Transfer ◽

Wild Type

The application of vinylogous iminium salt derivatives to the regiocontrolled preparation of heterocyclic appended pyrazoles

Tetrahedron ◽

10.1016/s0040-4020(02)00517-3 ◽

2002 ◽

Vol 58 (27) ◽

pp. 5467-5474 ◽

Cited By ~ 16

Author(s):

John T Gupton ◽

Stuart C Clough ◽

Robert B Miller ◽

Bradley K Norwood ◽

Charles R Hickenboth ◽

...

Keyword(s):

Iminium Salt