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Photochemical Reactions of Metal Carbonyls [M(CO)6 (M = Cr, Mo, W), Mn(CO)3Cp] with 3[4-Ethyl(phenyl)imino][1H-indol-2-one] and 3[4-Butyl(phenyl)imino][1H-indol-2-one]
Corresponding Author(s) : S. Sener
Asian Journal of Chemistry,
Vol. 29 No. 2 (2017): Vol 29 Issue 2
Abstract
Four new complexes of M(CO)5(ISE) [M = Mo (1), Cr (2), W (3)] and Mn(CO)3(ISE) (4), where ISE is 3[4-ethyl(phenyl)imino][1H-indol-2-one] has been synthesized by the photochemical reactions of metal carbonyls M(CO)6 (M = Mo, Cr, W) and Mn(CO)3Cp with ISE (1-4). Four new complexes of M(CO)5(ISB) [M = Mo (5), Cr (6), W (7)] and Mn(CO)3 (ISB) (8), where ISB is 3[4-butyl(phenyl)imino][1H-indol-2-one] has been synthesized by photochemical reactions of metal carbonyls M(CO)6 (M = Mo, Cr, W) and Mn(CO)3 Cp with ISB (5-8). The complexes have been characterized by elemental analysis, FT-IR, 1H and 13C NMR spectroscopy. The spectroscopic studies show that, 3[4-ethyl(phenyl)imino][1H-indol-2-one] and 3[4-butyl(phenyl)imino][1H-indol-2-one] ligands, behave as a monodentate ligand and coordinate via C=N donor atom to the central metal atom in M(CO)5(ISE) (1-3) and M(CO)5(ISB) (5-7) where M = Mo, Cr, W and as a tridentate ligand coordinating via imine nitrogen donor atom (C=N), oxygen donor atom (C=O) and ring NH donor atom in Mn(CO)3(ISE) (4) and Mn(CO)3(ISB) (8).
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- J.F.M. da Silva, S.J. Garden and A.C. Pinto, J. Braz. Chem. Soc., 12, 273 (2001).
- R.T. Pardasani, P. Pardasani, R. Ghosh, D. Sherry and T. Mukherjee, Heteroatom Chem., 10, 381 (1999).
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- M. Sarangapani and V.M. Reddy, Indian J. Pharm. Sci., 56, 174 (1994).
- R.S. Varma and W.L. Nobles, J. Pharm. Sci., 64, 881 (1975).
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- S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, Pharm. Acta Helv., 74, 103 (1999).
- R.S. Varma and W.L. Nobles, J. Med. Chem., 10, 972 (1967).
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- S.N. Pandeya, P. Yogeeswari, D. Sriram, E. De Clercq, C. Pannecouque and M. Witvrouw, Chemotherapy, 45, 192 (1999).
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- S.N. Pandaye, D. Sriram, G. Nath and E. De Clercq, Arzneimittel-Forschun./Drug Res., 50, 55 (2000).
- S.A. Imam and R.S. Varma, Experientia, 311, 287 (1975).
- R.S. Varma and I.A. Khan, Polish J. Pharmacol. Pharm., 29, 549 (1977).
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- T. Matviiuk, F. Rodriguez, N. Saffon, S. Mallet-Ladeira, M. Gorichko, A.L. de Jesus Lopes Ribeiro, M.R. Pasca, C. Lherbet, Z. Voitenko and M. Baltas, Eur. J. Med. Chem., 70, 37 (2013).
- M.N. Burnett and C.K. Johnson, Ortep III. Report ORNL-6895, Oak Ricde Nationall Laboratory, Tenesse, USA (1996).
- F.D. Popp and H. Pajouhesh, J. Pharm. Sci., 71, 1052 (1982).
- A.J.M. Duisenberg, Ph.D. Thesis, University of Utrecht, The Netherlands (1998).
- A. Ercag, S. Öztürk and M. Akkurt, Chin. Chem. Lett., 17, 243 (2006).
- S. Sener, A. Erçag, O.S. Sentürk, E. Perpelek and F. Ugur Sinan, J. Coord. Chem., 61, 740 (2008).
- J. Wagger, U. Groselj, A. Meden, J. Svete and B. Stanovnik, Tetrahedron, 64, 2801 (2008).
- S. Sert, O.S. Sentürk and F.U. (Sarikahya), Transition Met. Chem., 28, 443 (2003).
- O.S. Senturk, U. Ozdemir, S. Sert, N. Karacan and F.U. (Sarikahya), Inorg. Chem. Commun., 6, 926 (2003).
- O.S. Senturk, U. Ozdemir and S. Sert, Z. Naturforsch., 58b, 1124 (2003).
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- L.J. Farrugia, J. Appl. Cryst., 32, 837 (1999).
References
J.F.M. da Silva, S.J. Garden and A.C. Pinto, J. Braz. Chem. Soc., 12, 273 (2001).
R.T. Pardasani, P. Pardasani, R. Ghosh, D. Sherry and T. Mukherjee, Heteroatom Chem., 10, 381 (1999).
V. Glover, A.E. Medvedev and M. Sandler, Vop. Med. Khim. (Biomed. Chem.), 43, 515 (1997).
G. Fachinetti, C. Floriani, P.F. Zanazzi and A.R. Zanzari, Inorg. Chem., 18, 3469 (1979).
M.D. Hobday and T.D. Smith, J. Chem. Soc., Dalton Trans., 20, 2287 (1972).
X. Shen, Q. Li, C. Yang and Y. Xie, Synth. React. Inorg. Met.-Org. Chem., 26, 1135 (1996).
S.N. Pandeya and D. Sriram, Acta Pharm. Turc., 40, 33 (1998).
M. Sarangapani and V.M. Reddy, Indian J. Pharm. Sci., 56, 174 (1994).
R.S. Varma and W.L. Nobles, J. Pharm. Sci., 64, 881 (1975).
S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, Indian J. Pharm. Sci., 61, 358 (1999).
S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, Sci. Pharm., 67, 103 (1999).
S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, Pharm. Acta Helv., 74, 103 (1999).
R.S. Varma and W.L. Nobles, J. Med. Chem., 10, 972 (1967).
S.P. Singh, S.K. Shukla and L.P. Awasthi, Curr. Sci., 52, 766 (1983).
J.C. Logan, M.P. Fox, J.H. Morgan, A.M. Makohon and C.J. Pfau, J. Gen. Virol., 28, 271 (1975).
S.N. Pandeya, P. Yogeeswari, D. Sriram, E. De Clercq, C. Pannecouque and M. Witvrouw, Chemotherapy, 45, 192 (1999).
S.N. Pandaye, D. Sriram, G. Nath and E. De Clercq, Eur. J. Med. Chem., 35, 249 (2000).
S.N. Pandaye, D. Sriram, G. Nath and E. De Clercq, Arzneimittel-Forschun./Drug Res., 50, 55 (2000).
S.A. Imam and R.S. Varma, Experientia, 311, 287 (1975).
R.S. Varma and I.A. Khan, Polish J. Pharmacol. Pharm., 29, 549 (1977).
M.E. Sarciron, P. Audin, I. Delebre, C. Gabrion, A.F. Petavy and J. Paris, J. Pharm. Sci., 82, 605 (1993).
T. Matviiuk, F. Rodriguez, N. Saffon, S. Mallet-Ladeira, M. Gorichko, A.L. de Jesus Lopes Ribeiro, M.R. Pasca, C. Lherbet, Z. Voitenko and M. Baltas, Eur. J. Med. Chem., 70, 37 (2013).
M.N. Burnett and C.K. Johnson, Ortep III. Report ORNL-6895, Oak Ricde Nationall Laboratory, Tenesse, USA (1996).
F.D. Popp and H. Pajouhesh, J. Pharm. Sci., 71, 1052 (1982).
A.J.M. Duisenberg, Ph.D. Thesis, University of Utrecht, The Netherlands (1998).
A. Ercag, S. Öztürk and M. Akkurt, Chin. Chem. Lett., 17, 243 (2006).
S. Sener, A. Erçag, O.S. Sentürk, E. Perpelek and F. Ugur Sinan, J. Coord. Chem., 61, 740 (2008).
J. Wagger, U. Groselj, A. Meden, J. Svete and B. Stanovnik, Tetrahedron, 64, 2801 (2008).
S. Sert, O.S. Sentürk and F.U. (Sarikahya), Transition Met. Chem., 28, 443 (2003).
O.S. Senturk, U. Ozdemir, S. Sert, N. Karacan and F.U. (Sarikahya), Inorg. Chem. Commun., 6, 926 (2003).
O.S. Senturk, U. Ozdemir and S. Sert, Z. Naturforsch., 58b, 1124 (2003).
M.G. Bhowon, H. Li Kam Wah, A. Dosieah, M. Ridana, O. Ramalingum and D. Lacour, Synth. React. Inorg. Met.-Org. Chem., 34, 1 (2004).
S. Sert, O.S. Sentürk, Ü. Özdemir, N. Karacan and F. Ugur, J. Coord. Chem., 57, 183 (2004).
L.J. Farrugia, J. Appl. Cryst., 32, 837 (1999).