Metal complexes of unsaturated polycarbonyl compounds derived from benzoyl acetone and aromatic aldehydes

Journal of the Iranian Chemical Research

مقاله 2، دوره 3، شماره 2، اسفند 2010، صفحه 71-81   

نویسندگان

Muhammed Basheer Ummathur^{* 1}؛ Anjali Krishnan¹؛ Mathew Paul Ukken²

¹Department of Chemistry, Unity Women’s College, Manjeri, Kerala-676122, India

²Department of Chemistry, Christ College, Irinjalakuda, Kerala-680125, India

چکیده

Condensation of aromatic aldehydes with benzoyl acetone under specified conditions yielded
two series of polycarbonyl compounds in which the keto group is attached to olefinic linkage.
Spectral and analytical data revealed the formation of an unsaturated triketone from pyridine-3-
carbaldehyde and unsaturated diketone from furfural, salicylaldehyde and 2-
hydroxynaphthaldehyde. Analytical, IR, 1H NMR and mass spectral data suggest neutral
bidentate coordination for the unsaturated triketone with Ni(II), Cu(II) and Zn(II) ions. In the
[ML2] complexes of the unsaturated diketones, the intramolecularly hydrogen bonded enol
proton is replaced by the metal ion.

کلیدواژه‌ها

Unsaturated β-diketones؛ Metal complexes؛ IR spectra؛ 1H NMR؛ Mass

مراجع

[1] R.C. Mehrotra, R. Bohra, D.P. Gaur, Metal β-diketonates and Allied Derivatives, Academic Press,
New York, 1978.
[2] V.D. John, K. Krishnankutty, Appl. Organometal. Chem. 20 (2006) 477-482, Transition Met. Chem.
30 (2005) 229-233, Synth. React. Inorg. Met.- Org. Chem. 33 (2003) 343-358, V.D. John, G. Kuttan,
K. Krishnankutty, J. Exp. Clin. Cancer Res. 21 (2002) 219-224.
[3] K. Krishnankutty, P. Venugopalan, Synth. React. Inorg. Met- Org. Chem. 28 (1998) 1313-1325, J.
Indian Chem. Soc. 74 (1997) 562-564.
[4] S.M. Khopde, K.I Priyadarsini, P. Venketesan, M.N.A. Rao, Biophys. Chem. 80 (1999) 85-91, R.J.
Anto, K.N.D. Babu, K.N. Rajasekharan, R. Kuttan, Cancer Lett. 94 (1995) 74-84.
[5] H.J.J. Pabon, Rec. Trav. Chim. 83 (1964) 237-240.
[6] V.S. Govindarajan, CRC Critical Reviews in Food Science and Nutrition 199 (1961) 12-30.
[7] K. Krishnankutty, M.B. Ummathur, Russian J. Coord. Chem. 34 (2008) 502-510, Polish J. Chem. 82
(2008) 963-971, Chinese J. Chem. 26 (2008) 453-458, J. Indian Chem. Soc. 83 (2006) 639-644, J.
Indian Chem. Soc. 83 (2006) 663-667, J. Indian Chem. Soc. 83 (2006) 883-887.
[8] C.H. Collins, P.M. Lyne, Microbial Methods, Butterworths, London, 1970.
[9] L. M. Prescott, J.P. Harley, D.A. Klein, Microbiology, WCB, Pubuque (USA) 1990.
[10] L.J. Bellamy, The Infrared Spectra of Complex Molecules, Chapman and Hall, London, 1980.
[11] N. Nakamoto, Infrared Spectra and Raman Spectra of Inorganic and Coordination Compounds, John
Wiley & Sons, New York, 1997.
[12] R.L. Lintvedt, H. F. Holtzdaw Jr., J. Am. Chem. Soc. 88 (1966) 2713-2716.
[13] P.J. Roughley, D.A. Whiting, J. Chem. Soc. Perkin Trans. I (1973) 2379-2388.
[14] D.C. Nonhebel, Tetrahedron 24 (1968) 1869-1874.
[15] C.G. Macdonald, J.S. Shannon, Aust. J. Chem. 19(1966) 1545-1551.
[16] K.C. Joshi, V.N. Pathak, Coord. Chem. Rev. 22 (1977) 37-122.
[17] J.P. Fackler, Jr. F.A. Cotton, D.W. Barnum, Inorg. Chem. 2 (1963) 102-106.