Catalytic transfer hydrogenation of ketones by ruthenium(II) cyclometallated complex containing para-chloroacetophenone thiosemicarbazone

Inorganic Chemistry Communications

Volumn 14, Issue 5, 2011, Pages 686-689

  Pandiarajan, Devaraj ^a   Ramesh, Rengan ^a  

^a BHARATHIDASAN UNIVERSITY   (India)

Author keywords

Catalytic transfer hydrogenation; Cyclometallation; Redox behavior; X ray structure

Indexed keywords

EID: 79954424221     PISSN: 13877003     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.inoche.2011.02.006     Document Type: Article

References (30)

1. J.G. Lombardino, and J.A. Lowe III A guide to drug discovery: the role of the medicinal chemist in drug discovery - then and now Nat. Rev. Drug Discovery 3 2004 853 862 (Pubitemid 39405946)
2. A.R. Cowley, J. Davis, J.R. Dilworth, P.S. Donnelly, R. Dobson, A. Nightingale, J.M. Peach, B. Shore, D. Kerr, and L. Seymour Fluorescence studies of the intra-cellular distribution of zinc bis(thiosemicarbazone) complexes in human cancer cells Chem. Commun. 2005 845 847 (Pubitemid 40313250)
3. D.S. Kalinowski, and D.R. Richardson Future of toxicology-iron chelators and differing modes of action and toxicity: the changing face of iron chelation therapy Chem. Res. Toxicol. 20 2007 715 720 (Pubitemid 46953677)
4. D.M. Wiles, B.A. Gingras, and T. Suprunchuk The CS stretching vibration in the infrared spectra of some thiosemicarbazones Can. J. Chem. 45 1967 469 473
5. A.G. Bingham, H. Bogge, A. Muller, E.W. Ainscoing, and A.M. Brodie Synthetic, spectroscopic, and X-ray crystallographic studies on binuclear copper(II) complexes with a tridentate NNS-bonding 2-formylpyridine thiosemicarbazone ligand. The characterization of both neutral and deprotonated co-ordinated ligand structures J. Chem. Soc. Dalton Trans. 1987 493 499
6. D.X. West, A.E. Liberta, S.B. Padhye, R.C. Chikate, P.B. Sonawane, A.S. Kumbhar, and R.G. Yerande Thiosemicarbazone complexes of copper(II): structural and biological studies Coord. Chem. Rev. 123 1993 49 71
7. D.X. West, G.A. Bain, J. Butcher, J.P. Jasinski, Y. Li, Y. Pozdniakv, J. Valdes-MartInez, A.R. Toscano, and S. Hernandez-Ortega Structural studies of three isomeric forms of heterocyclic N(4)-substituted thiosemicarbazones and two nickel(II) complexes Polyhedron 15 1996 665 674 (Pubitemid 126329121)
8. F. Basuli, S.M. Peng, and S. Bhattacharya Unusual coordination mode of thiosemicarbazone ligands. A search for the origin Inorg. Chem. 39 2000 120 1127
9. S. Kannan, M. Sivagamasundari, R. Ramesh, and Y. Liu Ruthenium(II) carbonyl complexes of dehydroacetic acid thiosemicarbazone: synthesis, structure, light emission and biological activity J. Organomet. Chem. 693 2008 2251 2257
10. D.X. West, S.B. Padhye, and P.B. Sonawane Structural and physical correlations in the biological properties of transition metal heterocyclic thiosemicarbazone and S-alkyldithiocarbazate complexes Struct. Bonding. 76 1991 1 50
11. 2 J. Organomet. Chem. 556 1998 21 30 (Pubitemid 128337968)
12. J.M. Vila, M.T. Pereira, J.M. Ortigueira, M. Grana, D. Lata, A. Suarez, J.J. Fernandez, A. Fernandez, M. Lopez-Torres, and H. Adams Formation, characterization, and structural studies of novel thiosemicarbazone palladium palladium(II) complexes. Crystal structures of [{Pd[C6H4C(Et)= NN=C(S)NH2]}4], [Pd{C6H4C(Et)=NN=C(S)NH2}(PMePh2)] and [{Pd[C6H4C(Et)= NN=C(S)NH2]}2(μ- Ph2PCH2PPh2)] J. Chem. Soc. Dalton Trans. 1999 4193 4201
13. E.P. Kelson, and P.P. Phengsy Synthesis and structure of a ruthenium(II) complex incorporating κN bound 2-pyridonato ligands; a new catalytic system for transfer hydrogenation of ketones J. Chem. Soc. Dalton Trans. 2000 4023 4024
14. S.M.J. Samec, A.H. Ell, and J.E. Backvall Mechanism of hydrogen transfer to imines from a hydroxycyclopentadienyl ruthenium hydride. Support for a stepwise mechanism Chem. Commun. 2004 2748 2749 (Pubitemid 40029565)
15. G. Venkatachalam, and R. Ramesh Ruthenium(III) bis-bidentate Schiff base complexes mediated transfer hydrogenation of imines Inorg. Chem. Commun. 9 2006 703 707
16. R. Noyori, and H. Takaya BINAP: an efficient chiral element for asymmetric catalysis Acc. Chem. Res. 23 1990 345 350
17. R.L. Chowdhury, and J.E. Backvall Efficient ruthenium-catalysed transfer hydrogenation of ketones by propan-2-ol J. Chem. Soc. Chem. Commun. 1991 1063 1064
18. 3): synthesis, structure, and catalytic activity in fast transfer hydrogenation Organometallics 28 2009 4421 4430
19. F. Zeng, and Z. Yu Ruthenium(II) complexes bearing a pyridyl-supported pyrazolyl-N-heterocyclic carbene (NNC) ligand and their catalytic activity in the transfer hydrogenation of ketones Organometallics 27 2008 6025 6028
20. M.U. Raja, R. Ramesh, and K.H. Ahn Rhodium(III) NCN pincer complexes catalyzed transfer hydrogenation of ketones Tetrahedron Lett. 50 2009 7014 7017
21. 1-diphosphine ligand J. Organomet. Chem. 691 2006 2721 2733 (Pubitemid 43669008)
22. J.J. Fernandez, A. Fernandez, D. Vazquez-GarcIa, M. Lopez-Torres, A. Suarez, and J.M. Vila Reactivity of tetranuclear complexes of Pd(II) with potentially homo- and heterobidentate ligands Polyhedron 26 2007 4567 4572
23. 4]}(Cl)] Eur. J. Inorg. Chem. 2002 613 620
24. A.B.P. Lever Inorganic Electronic Spectroscopy 2nd ed. 1984 Elsevier New York 481 579
25. P. Ghosh, A. Pramanik, and A. Chakravorty Chemistry of a new family of carboxyl-chelated ruthenium and osmium aryls incorporating the imine-phenol motif Organometallics 15 1996 4147 4152 (Pubitemid 126556749)
26. S. Dutta, S. Peng, and S. Bhattachrya Synthesis, structure and redox properties of some 2 (arylazo)phenolate complexes of rhodium(III) J. Chem. Soc. Dalton Trans. 2000 4623 4627
27. J.E. Bäckvall Transition metal hydrides as active intermediates in hydrogen transfer reactions J. Organomet. Chem. 652 2002 105 111
28. W. Baratta, F. Benedetti, A.D. Zotto, L. Fanfoni, F. Felluga, S. Magnolia, E. Putignano, and P. Rigo Chiral Pincer ruthenium and osmium complexes for the fast and efficient hydrogen transfer reduction of ketones Organometallics 29 2010 3563 3570
29. J.L. Pratihar, S. Bhaduri, P. Pattanayak, D. Patra, and S. Chattopadhyay Reactions of 2-(arylazo)aniline with ruthenium substrates: isolation, characterizations and reactivities of delocalized diazoketiminato and orthometallated Ru(II) chelates J. Organomet. Chem. 694 2009 3401 3408
30. I. O zdemir, N. Sahin, and B. Cetinkaya Transfer hydrogenation of ketones catalyzed by 1-alkylbenzimidazole ruthenium(ii) complexes Monatsh. Chem. 138 2007 205 209