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Volumn 81, Issue 9, 2008, Pages 1053-1061

Catalytic behavior of cationic hydridoruthenium(II) complex, [RuH(NH 3)(PMe3)4]+, in H 2-hydrogenation and transfer hydrogenation of imines

Author keywords

[No Author keywords available]

Indexed keywords

CATALYTIC ACTIVITIES; CATALYTIC BEHAVIORS; CATALYTIC HYDROGENATIONS; CATALYTIC TRANSFER HYDROGENATIONS; CATIONIC COMPLEXES; HYDRIDO LIGANDS; HYDROGEN ATOMS; NEUTRAL COMPLEXES; SECONDARY ALCOHOLS; TRANSFER HYDROGENATIONS;

EID: 58149305440     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.81.1053     Document Type: Article
Times cited : (18)

References (55)
  • 21
    • 0037065359 scopus 로고    scopus 로고
    • The presence of an equilibrium between [RuH(PMe3) 5, and [RuH(NH3)(PMe3) 4, in THF was reported in the following paper
    • + in THF was reported in the following paper: A. W. Holland, R. G. Bergman, J. Am. Chem. Soc. 2002, 124, 14684.
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 14684
    • Holland, A.W.1    Bergman, R.G.2
  • 22
    • 58149287447 scopus 로고    scopus 로고
    • 2 to amido-ruthenium unit has been demonstrated by Fryzuk and Morris, independently:
    • 2 to amido-ruthenium unit has been demonstrated by Fryzuk and Morris, independently:
  • 41
    • 0042843373 scopus 로고    scopus 로고
    • There is computational support for direct hydrogen-transfer mechanism without involvement of transition-metal hydrides in transfer hydrogenation of ketones promoted by an iridium catalyst: J.-W. Handgraaf, J. N. H. Reek, E. J. Meijer, Organometallics 2003, 22, 3150
    • There is computational support for direct hydrogen-transfer mechanism without involvement of transition-metal hydrides in transfer hydrogenation of ketones promoted by an iridium catalyst: J.-W. Handgraaf, J. N. H. Reek, E. J. Meijer, Organometallics 2003, 22, 3150.
  • 42
    • 0032706359 scopus 로고    scopus 로고
    • 2 in the coordinated benzene ligand, which is not required in our system. D. A. Alonso, P. Brandt, S. J. M. Nordin, P. G. Andersson, J. Am. Chem. Soc. 1999, 121, 9580.
    • 2 in the coordinated benzene ligand, which is not required in our system. D. A. Alonso, P. Brandt, S. J. M. Nordin, P. G. Andersson, J. Am. Chem. Soc. 1999, 121, 9580.
  • 45
    • 0035802954 scopus 로고    scopus 로고
    • Bäckvall and co-workers showed that the mono- and dihydride processses in the hydrogen transfer between secondary alcohol and ketone are successfully differentiated by the outcome of racemization of an optically active α-deuterated alcohol. If the reaction follows the monohydride process, all deuterium of the racemized product should be attached to the α-carbon owing to the selective deuterium transfer to the carbon of the acceptor ketone, while a half of deuterium will be scrambled with alcoholic proton through the dihydride process: O. Pàmies, J.-E. Bäckvall, Chem.-Eur. J. 2001, 7, 5052
    • Bäckvall and co-workers showed that the mono- and dihydride processses in the hydrogen transfer between secondary alcohol and ketone are successfully differentiated by the outcome of racemization of an optically active α-deuterated alcohol. If the reaction follows the monohydride process, all deuterium of the racemized product should be attached to the α-carbon owing to the selective deuterium transfer to the carbon of the acceptor ketone, while a half of deuterium will be scrambled with alcoholic proton through the dihydride process: O. Pàmies, J.-E. Bäckvall, Chem.-Eur. J. 2001, 7, 5052.
  • 46
    • 0021481184 scopus 로고    scopus 로고
    • Examples of H-D scrambling involving transition-metal hydride complexes have been reported: a P. L. Gaus, S. C. Kao, M. Y. Darensbourg, L. W. Arndt, J. Am. Chem. Soc. 1984, 106, 4752.
    • Examples of H-D scrambling involving transition-metal hydride complexes have been reported: a) P. L. Gaus, S. C. Kao, M. Y. Darensbourg, L. W. Arndt, J. Am. Chem. Soc. 1984, 106, 4752.
  • 50
    • 58149283796 scopus 로고    scopus 로고
    • For an unequivocal exclusion of the hydrido mechanism shown in Scheme 3, a model study using an alkoxo-ruthenium may provide pertinent information. However, our attempts to isolate a stable isopropoxoruthenium complex met no success hampering further mechanistic clarification.
    • For an unequivocal exclusion of the hydrido mechanism shown in Scheme 3, a model study using an alkoxo-ruthenium may provide pertinent information. However, our attempts to isolate a stable isopropoxoruthenium complex met no success hampering further mechanistic clarification.


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