Literature DB >> 28514849

Intramolecular Hydrogen Atom Transfer in Aminyl Radical at Room Temperature with Large Kinetic Isotope Effect.

Ying Wang1, Arnon Olankitwanit1, Suchada Rajca1, Andrzej Rajca1.   

Abstract

We report a large kinetic isotope effect at 298 K, kH/kD ≈ 150, associated with an intramolecular 1,5-hydrogen atom transfer (1,5-HAT) in the decay of a PEGylated carbazyl (aminyl) radical in solution. The experimental observations surprisingly combine the hallmarks of tunneling, including large KIEs and unusual activation parameters, with linear Arrhenius and Eyring plots over an exceptionally wide temperature range of 116 K.

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Year:  2017        PMID： 28514849      PMCID： PMC5528148          DOI： 10.1021/jacs.7b02692

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  35 in total

1.  Proton-coupled electron transfer from phosphorus: a P-H/P-D kinetic isotope effect of 178.

Authors:  My Hang V Huynh; Thomas J Meyer
Journal:  Angew Chem Int Ed Engl       Date:  2002-04-15       Impact factor: 15.336

2.  Semiclassical evaluation of kinetic isotope effects in 13-atomic system.

Authors:  M Kryvohuz; R A Marcus
Journal:  J Chem Phys       Date:  2012-10-07       Impact factor: 3.488

Review 3.  Atom Tunneling in Chemistry.

Authors:  Jan Meisner; Johannes Kästner
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-16       Impact factor: 15.336

Review 4.  Detection and characterisation of radicals using electron paramagnetic resonance (EPR) spin trapping and related methods.

Authors:  Michael J Davies
Journal:  Methods       Date:  2016-05-19       Impact factor: 3.608

5.  Effect on kinetics by deuterium in the 1,5-hydrogen shift of a cisoid-locked 1,3(Z)-pentadiene, 2-methyl-10-methylenebicyclo[4.4.0]dec-1-ene: evidence for tunneling?

Authors:  William von E Doering; Xin Zhao
Journal:  J Am Chem Soc       Date:  2006-07-19       Impact factor: 15.419

6.  Organic radical contrast agents for magnetic resonance imaging.

Authors:  Andrzej Rajca; Ying Wang; Michael Boska; Joseph T Paletta; Arnon Olankitwanit; Michael A Swanson; Deborah G Mitchell; Sandra S Eaton; Gareth R Eaton; Suchada Rajca
Journal:  J Am Chem Soc       Date:  2012-09-17       Impact factor: 15.419

7.  Palladium-catalyzed arylation of malonates and cyanoesters using sterically hindered trialkyl- and ferrocenyldialkylphosphine ligands.

Authors:  Neil A Beare; John F Hartwig
Journal:  J Org Chem       Date:  2002-01-25       Impact factor: 4.354

8.  Colossal kinetic isotope effects in proton-coupled electron transfer.

Authors:  My Hang V Huynh; Thomas J Meyer
Journal:  Proc Natl Acad Sci U S A       Date:  2004-08-26       Impact factor: 11.205

9.  Conformationally constrained, stable, triplet ground state (S = 1) nitroxide diradicals. Antiferromagnetic chains of S = 1 diradicals.

Authors:  Andrzej Rajca; Masahiro Takahashi; Maren Pink; Gaëlle Spagnol; Suchada Rajca
Journal:  J Am Chem Soc       Date:  2007-07-27       Impact factor: 15.419

10.  Organic spin clusters: macrocyclic-macrocyclic polyarylmethyl polyradicals with very high spin S = 5-13.

Authors:  Andrzej Rajca; Jirawat Wongsriratanakul; Suchada Rajca
Journal:  J Am Chem Soc       Date:  2004-06-02       Impact factor: 15.419
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  3 in total

1.  PEGylated, Water-Soluble, Stable Aminyl Radical.

Authors:  Ying Wang; Suchada Rajca; Andrzej Rajca
Journal:  J Org Chem       Date:  2017-07-12       Impact factor: 4.354

2.  Thiophene-Based Double Helices: Radical Cations with SOMO-HOMO Energy Level Inversion.

Authors:  Andrzej Rajca; Chan Shu; Hui Zhang; Sheng Zhang; Hua Wang; Suchada Rajca
Journal:  Photochem Photobiol       Date:  2021-07-05       Impact factor: 3.421

3.  Efficient C-H Amination Catalysis Using Nickel-Dipyrrin Complexes.

Authors:  Yuyang Dong; Ryan M Clarke; Gerard J Porter; Theodore A Betley
Journal:  J Am Chem Soc       Date:  2020-06-11       Impact factor: 16.383
  3 in total

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