Literature DB >> 12608822

Kinetic isotope effect evidence for a concerted hydrogen transfer mechanism in transfer hydrogenations catalyzed by [p-(Me2CH)C6H4Me]Ru- (NHCHPhCHPhNSO2C6H4-p-CH3).

Charles P Casey1, Jeffrey B Johnson.   

Abstract

The isotope effects in the reaction of [p-(Me2CH)C6H4Me]Ru(NHCHPhCHPhNSO2C6H4-p-CH3) (1) with isopropyl alcohol were 1.79 for transfer of hydrogen from OH to N and 2.86 for transfer from CH to Ru. The isotope effect for transfer of deuterium from doubly labeled material (kCHOH/kCDOD = 4.88) was within experimental error of the product of the two individual isotope effects. These isotope effects provide convincing evidence for a mechanism involving concurrent transfer of hydrogen from oxygen to nitrogen and from carbon to ruthenium.

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Year:  2003        PMID: 12608822     DOI: 10.1021/jo0205457

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  6 in total

1.  Anomalies in the asymmetric transfer hydrogenation of several polycyclic meso compounds.

Authors:  David R Clay; Matthias C McIntosh
Journal:  Tetrahedron Lett       Date:  2012-01-14       Impact factor: 2.415

2.  Amplification of anti-diastereoselectivity via Curtin-Hammett effects in ruthenium-catalyzed hydrohydroxyalkylation of 1,1-disubstituted allenes: diastereoselective formation of all-carbon quaternary centers.

Authors:  Jason R Zbieg; Emma L McInturff; Joyce C Leung; Michael J Krische
Journal:  J Am Chem Soc       Date:  2010-12-22       Impact factor: 15.419

3.  Synthesis of Ruthenium Boryl Analogues of the Shvo Metal-Ligand Bifunctional Catalyst.

Authors:  Liza Koren-Selfridge; Ian P Query; Joel A Hanson; Nicholas A Isley; Ilia A Guzei; Timothy B Clark
Journal:  Organometallics       Date:  2010       Impact factor: 3.876

4.  Iridium-catalysed direct C-C coupling of methanol and allenes.

Authors:  Joseph Moran; Angelika Preetz; Ryan A Mesch; Michael J Krische
Journal:  Nat Chem       Date:  2011-02-27       Impact factor: 24.427

5.  Easy To Synthesize, Robust Organo-osmium Asymmetric Transfer Hydrogenation Catalysts.

Authors:  James P C Coverdale; Carlos Sanchez-Cano; Guy J Clarkson; Rina Soni; Martin Wills; Peter J Sadler
Journal:  Chemistry       Date:  2015-04-08       Impact factor: 5.236

6.  Solvent-Assisted Ketone Reduction by a Homogeneous Mn Catalyst.

Authors:  Annika M Krieger; Vivek Sinha; Guanna Li; Evgeny A Pidko
Journal:  Organometallics       Date:  2022-04-15       Impact factor: 3.837

  6 in total

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