Synthesis and catalytic activity of ruthenium(II) complexes containing pyridine-based tridentate triamines (′ NNN ′) and pyridine carboxylate ligands (NO )

Inorganica Chimica Acta

Volumn 392, Issue , 2012, Pages 246-253

  Dayan, Osman ^a   Özdemir, Namik ^b   Şerbetci, Zafer ^c   Dinçer, Muharrem ^b   Çetinkaya, Bekir ^d   Büyükgüngör, Orhan ^b  

^a ÇANAKKALE ONSEKIZ MART UNIVERSITY   (Turkey)

^b ONDOKUZ MAYIS UNIVERSITY   (Turkey)

^c BINGOL UNIVERSITY   (Turkey)

^d EGE UNIVERSITY   (Turkey)

Author keywords

Ruthenium complexes; Transfer hydrogenation; Tridentate triamine ligands

Indexed keywords

CARBOXYLATION; CATALYST ACTIVITY; CHELATION; HYDROGENATION; KETONES; LIGANDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POTASSIUM HYDROXIDE; PYRIDINE; SINGLE CRYSTALS; SYNTHESIS (CHEMICAL);

HYDROGEN SOURCES; IR AND NMR SPECTROSCOPY; PYRIDINE-CARBOXYLATE; RUTHENIUM COMPLEXES; SECONDARY ALCOHOLS; SINGLE CRYSTAL X-RAY DIFFRACTION; TRANSFER HYDROGENATIONS; TRIAMINE LIGANDS;

RUTHENIUM COMPOUNDS;

EID: 84865718149     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ica.2012.02.034     Document Type: Article

References (79)

1. J.-X. Gao, T. Ikariya, and R. Noyori Organometallics 15 1996 1087
2. R. Noyori, and S. Hashiguchi Acc. Chem. Res. 30 1997 97
3. D.A. Alonso, P. Brandt, S.J.M. Nordin, and P.G. Andersson J. Am. Chem. Soc. 121 1999 9580
4. I. Yamada, and R. Noyori Org. Lett. 2 2000 3425
5. S.W. Seidel, and T.J. Deming Macromolecules 36 2003 969
6. E. Peris, and R.H. Crabtree Coordin. Chem. Rev. 248 2004 2239
7. A.M. Hayes, D.J. Morris, G.J. Clarkson, and M. Wills J. Am. Chem. Soc. 127 2005 7318
8. W. Baratta, E. Herdtweck, K. Siega, M. Toniutti, and P. Rigo Organometallics 24 2005 1660
9. T. Ohkuma, N. Utsumi, K. Tsutsumi, K. Murata, C. Sandoval, and R. Noyori J. Am. Chem. Soc. 27 2006 8724
10. J. Canivet, G. Labat, H. Stoeckli-Evans, and G. Süss-Fink Eur. J. Inorg. Chem. 2005 4493
11. H. Cheng, R. Liu, J. Hao, Q. Wang, Y. Yu, S. Cai, and F. Zhao Appl. Organomet. Chem. 24 2010 763
12. J.E.D. Martins, G.J. Clarkson, and M. Wills Org. Lett. 11 2009 847
13. F.K. Cheung, A.J. Clarke, G.J. Clarkson, D.J. Fox, M.A. Graham, C. Lin, A.L. Criville, and M. Wills Dalton Trans. 39 2010 1395
14. W. Baratta, and P. Rigo Eur. J. Inorg. Chem. 2008 4041
15. N. Gürbüz, S. Yaşar, E.Ö. Özcan, İ. Özdemir, and B. Çetinkaya Eur. J. Inorg. Chem. 2010 3051
16. M. Aydemir, A. Baysal, S. Özkar, and L. Tatar Yildirim Inorg. Chim. Acta 367 2011 166
17. M. Zhao, Z. Yu, S. Yan, and Y. Li Tetrahedron Lett. 50 2009 4624
18. X.-Y. Lu, H.-J. Xu, and X.-T. Chen Inorg. Chem. Commun. 12 2009 887
19. O. Dayan, and B. Çetinkaya J. Mol. Catal. A-Chem. 271 2007 134
20. M. Zhao, Z. Yu, S. Yan, and Y. Li J. Organomet. Chem. 694 2009 3068
21. F. Zeng, and Z. Yu Organometallics 28 2009 1855
22. S. Günnaz, N. Özdemir, S. Dayan, O. Dayan, and B. Çetinkaya Organometallics 30 2011 4165
23. L.T. Ghoochany, S. Farsadpour, Y. Sun, and W.R. Thiel Eur. J. Inorg. Chem. 2011 3431
24. T. Funaki, M. Yanagida, N. Onozawa-Komatsuzaki, K. Kasuga, Y. Kawanishi, and H. Sugihara Inorg. Chim. Acta 362 2009 2519
25. T. Kundu, B. Sarkar, T.K. Mondal, J. Fiedler, S.M. Mobin, Wo Kaim, and G.K. Lahiri Inorg. Chem. 49 2010 6565
26. H.-J. Zhang, B. Demerseman, L. Toupet, Z. Xi, and C. Bruneau Organometallics 28 2009 5173
27. M. Achard, N. Derrien, H.-J. Zhang, B. Demerseman, and C. Bruneau Org. Lett. 11 2009 185
28. H.-J. Zhang, B. Demerseman, L. Toupet, Z. Xi, and C. Bruneau Adv. Synth. Catal. 350 2008 1601
29. I. Ivanović, S. Grgurić-Šipka, N. Gligorijević, S. Radulović, A. Roller, Ž. Lj Tešić, and B.K. Keppler J. Serb. Chem. Soc. 76 2011 53
30. S. Tanaka, H. Saburi, and M. Kitamura Adv. Synth. Catal. 348 2006 375
31. T. Hirakawa, S. Tanaka, N. Usuki, H. Kanzaki, M. Kishimoto, and M. Kitamura Eur. J. Org. Chem. 2009 789
32. S. Tanaka, H. Saburi, T. Murase, Y. Ishibashi, and M. Kitamura J. Organomet. Chem. 692 2007 295
33. S. Grgurić-Šipka, I. Ivanović, G. Rakić, N. Todorović, N. Gligorijević, S. Radulović, V.B. Arion, B.K. Keppler, and Ž. Lj Eur. J. Med. Chem. 45 2010 1051
34. S. Tanaka, H. Saburi, Y. Ishibashi, and M. Kitamura Org. Lett. 6 2004 1873
35. S. Bhor, G. Anilkumar, M.K. Tse, M. Klawonn, C. Döbler, B. Bitterlich, A. Grotevendt, and M. Beller Org. Lett. 7 2005 3393
36. G. Anilkumar, S. Bhor, M.K. Tse, M. Klawonn, B. Bitterlich, and M. Beller Tetrahedron: Asymmetr. 16 2005 3536
37. M.K. Tse, S. Bhor, M. Klawonn, G. Anilkumar, H. Jiao, C. Döbler, A. Spannenberg, W. Mägerlein, H. Hugl, and M. Beller Chem.-Eur. J. 12 2006 1855
38. H. Nishiyama, T. Shimada, H. Itoh, H. Sugiyama, and Y. Motoyama Chem. Commun. 1997 1863
39. W. Mägerlein, C. Dreisbach, H. Hugl, M.K. Tse, M. Klawonn, S. Bhor, and M. Beller Catal. Today 121 2007 140
40. F. Shi, M.K. Tse, and M. Beller Chem.-Asian J. 2 2007 411
41. A.D. Chowdhury, A. Das, K. Irshad, S.M. Mobin, and G.K. Lahiri Inorg. Chem. 50 2011 1775
42. M.A. Bennett, T.N. Huang, T.W. Matheson, and A.K. Smith Inorg. Synth. 21 1982 74
43. K.J. Miller, T.T. Kitagawa, and M.M. Abu-Omar Organometallics 20 2001 4403
44. A.W. Addison, and P.J. Burke J. Heterocycl. Chem. 18 1981 803
45. A.K. Pleier, H. Glas, M. Grosche, P. Sirsch, and W.R. Thiel Synthesis 1 2001 55
46. A.D. Becke J. Chem. Phys. 98 1993 5648
47. C. Lee, W. Yang, and R.G. Parr Phys. Rev. B 37 1988 785
48. P.J. Hay, and W.R. Wadt J. Chem. Phys. 82 1985 270
49. P.J. Hay, and W.R. Wadt J. Chem. Phys. 82 1985 284
50. P.J. Hay, and W.R. Wadt J. Chem. Phys. 82 1985 299
51. R. Dennington II, T. Keith, J. Millam, gauss View, Version 4.1.2, Semichem Inc., Shawnee Mission, KS, 2007.
52. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, gaussian 03, Revision E.01, Gaussian, Inc., Wallingford CT, 2004.
53. G.M. Sheldrick shelxs-97, Program for the Solution of Crystal Structures 1997 University of Göttingen Germany
54. G.M. Sheldrick shelxl-97, Program for Crystal Structures Refinement 1997 University of Göttingen Germany
55. L.J. Farrugia J. Appl. Crystallogr. 32 1999 837
56. Stoe & Cie, x-area Version 1.18 and x-red32 Version 1.04, Stoe & Cie, Darmstadt, Germany, 2002.
57. A.L. Spek J. Appl. Crystallogr. 36 2003 7
58. L.J. Farrugia J. Appl. Crystallogr. 30 1997 565
59. R.S. Cahn, C.K. Ingold, and V. Prelog Angew. Chem. 78 1966 413
60. R.S. Cahn, C.K. Ingold, and V. Prelog Angew. Chem., Int. Ed. Engl. 5 1966 385
61. C. Lecomte, Y. Dusausoy, J. Protas, J. Tirouflet, and A. Dormond J. Organomet. Chem. 73 1974 67
62. H. Brunner Enantiomer 2 1997 133
63. D. Dobrzyńska, and L.B. Jerzykiewicz J. Chem. Crystallogr. 34 2004 51
64. A.J. Davenport, D.L. Davies, J. Fawcett, and D.R. Russell Dalton Trans. 2004 1481
65. C. Gemel, R. John, C. Slugovc, K. Mereiter, R. Schmid, and K. Kirchner J. Chem. Soc., Dalton Trans. 2000 2607
66. A. Habtemariam, M. Melchart, R. Fernández, S. Parsons, I.D.H. Oswald, A. Parkin, F.P.A. Fabbiani, J.E. Davidson, A. Dawson, R.E. Aird, D.I. Jodrell, and P.J. Sadler J. Med. Chem. 49 2006 6858
67. O. Briel, A. Fehn, K. Polborn, and W. Beck Polyhedron 18 1999 225
68. H. Brunner, B. Nuber, and M. Prommesberger Tetrahedron: Asymmetr. 9 1998 3223
69. H. Brunner, T. Neuhierl, and B. Nuber Eur. J. Inorg. Chem. 1998 1877
70. R.K. Rath, M. Nethaji, and A. Chakravarty Polyhedron 21 2002 1929
71. R.K. Rath, M. Nethaji, and A.R. Chakravarty J. Organomet. Chem. 633 2001 79
72. K.N. Kumar, G. Venkatachalam, R. Ramesh, and Y. Liu Polyhedron 27 2008 157
73. J.G. Małecki, R. Kruszynski, M. Jaworska, P. Lodowski, and Z. Mazurak J. Organomet. Chem. 693 2008 1096
74. H. Brunner, T. Zwack, M. Zabel, W. Beck, and A. Böhm Organometallics 22 2003 1741
75. P. Govindaswamy, B. Therrien, G. Süss-Fink, P. Ště pnička, and J. Ludvík J. Organomet. Chem. 692 2007 1661
76. J. Bernstein, R.E. Davis, L. Shimoni, and N.-L. Chang Angew. Chem., Int. Ed. Engl. 34 1995 1555
77. M. Aydemir, F. Durap, A. Baysal, N. Meric, A. Buldag, B. Gümgüm, S. Özkar, and L. Tatar Yildirim J. Mol. Catal. A-Chem. 326 2010 75
78. J.W. Faller, and A.R. Lavoie Organometallics 20 2001 5245
79. P. Pelagatti, M. Carcelli, F. Calbiani, C. Cassi, L. Elviri, C. Pelizzi, U. Rizzotti, and D. Rogolino Organometallics 24 2005 5836