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Synthesis and Theoretical Studies of Salicylidene-2,4-diaminophenol
Corresponding Author(s) : Rashed Taleb Rasheed
Asian Journal of Chemistry,
Vol. 27 No. 11 (2015): Vol 27 Issue 11
Abstract
Schiff-base isomers derived from salicylaldehyde and 2,4-diaminophenol has been synthesized and characterized by FTIR and UV-visible spectroscopy. Theoretical calculations of Schiff-base were studied by quantum chemical calculations. The optimized structure of Schiff-base was obtained by density functional theory at B3LYP/6-31G level. Also total energy, heats of formation, dipole moment, point group, molecular orbital’s energy of HOMO and LUMO, energy gaps (Eg) and DG reaction were calculated and here we suggested the better Schiff base structure may be form. According to theoretical study and based on the results of density function theory (DFT), L3 possesses higher stability state compared with other isomers studied.
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- P. Selvam, M. Chandramohan, E. De Clercq, M. Witvrouw and C. Pannecouque, Eur. J. Pharm. Sci., 14, 313 (2001); doi:10.1016/S0928-0987(01)00197-X.
- P.G. More, R.B. Bhalvankar and S.C. Pattar, J. Indian Chem. Soc., 78, 474 (2001).
- K. Mounika, B. Anupama, J. Pragathi and C. Gyanakumari, J. Sci. Res., 2, 513 (2010).
- M. Yildiz, Z. Kilic and T. Hokelek, J. Mol. Struct., 441, 1 (1998); doi:10.1016/S0022-2860(97)00291-3.
- T.D. Thangadurai, M. Gowri and K. Natarajan, Synth. React. Inorg. Metal-Org. Chem., 32, 329 (2002); doi:10.1081/SIM-120003211.
- 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 and J.A. Pople, Gaussian 03, Revision C. 02, Gaussian Inc., Wallingford, UK (2004).
- M. Paulino, E.M. Alvareda, P.A. Denis, E.J. Barreiro, G.M. Sperandio da Silva, M. Dubin, C. Gastellú, S. Aguilera and O. Tapia, Eur. J. Med. Chem., 43, 2238 (2008); doi:10.1016/j.ejmech.2007.12.023.
- W.J. Pietro, M.M. Francl, W.J. Hehre, D.J. DeFrees, J.A. Pople and J.S. Binkley, J. Am. Chem. Soc., 104, 5039 (1982); doi:10.1021/ja00383a007.
- P. Geerlings, F. De Proft and W. Langenaeker, Chem. Rev., 103, 1793 (2003); doi:10.1021/cr990029p.
- C.M. Breneman and K.B. Wiberg, J. Comput. Chem., 11, 361 (1990); doi:10.1002/jcc.540110311.
- N.O. Eddy, J. Adv. Res. Articles, 2, 35 (2011); doi:10.1016/j.jare.2010.08.005.
- H.M. Kampen, Energy Level Alignment at Molecular Semiconductor/ GaAs (100) Interaces: Where is the LUMO? University of Chemnitz, Institut fur, Germany (1999).
- T. Saito, Inorganic Chemistry, Kanagawa University, D.I. Men. Publishes (2004).
- A.J. Hameed, J. Mol. Struct. THEOCHEM, 728, 43 (2005); doi:10.1016/j.theochem.2005.04.035.
References
P. Selvam, M. Chandramohan, E. De Clercq, M. Witvrouw and C. Pannecouque, Eur. J. Pharm. Sci., 14, 313 (2001); doi:10.1016/S0928-0987(01)00197-X.
P.G. More, R.B. Bhalvankar and S.C. Pattar, J. Indian Chem. Soc., 78, 474 (2001).
K. Mounika, B. Anupama, J. Pragathi and C. Gyanakumari, J. Sci. Res., 2, 513 (2010).
M. Yildiz, Z. Kilic and T. Hokelek, J. Mol. Struct., 441, 1 (1998); doi:10.1016/S0022-2860(97)00291-3.
T.D. Thangadurai, M. Gowri and K. Natarajan, Synth. React. Inorg. Metal-Org. Chem., 32, 329 (2002); doi:10.1081/SIM-120003211.
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 and J.A. Pople, Gaussian 03, Revision C. 02, Gaussian Inc., Wallingford, UK (2004).
M. Paulino, E.M. Alvareda, P.A. Denis, E.J. Barreiro, G.M. Sperandio da Silva, M. Dubin, C. Gastellú, S. Aguilera and O. Tapia, Eur. J. Med. Chem., 43, 2238 (2008); doi:10.1016/j.ejmech.2007.12.023.
W.J. Pietro, M.M. Francl, W.J. Hehre, D.J. DeFrees, J.A. Pople and J.S. Binkley, J. Am. Chem. Soc., 104, 5039 (1982); doi:10.1021/ja00383a007.
P. Geerlings, F. De Proft and W. Langenaeker, Chem. Rev., 103, 1793 (2003); doi:10.1021/cr990029p.
C.M. Breneman and K.B. Wiberg, J. Comput. Chem., 11, 361 (1990); doi:10.1002/jcc.540110311.
N.O. Eddy, J. Adv. Res. Articles, 2, 35 (2011); doi:10.1016/j.jare.2010.08.005.
H.M. Kampen, Energy Level Alignment at Molecular Semiconductor/ GaAs (100) Interaces: Where is the LUMO? University of Chemnitz, Institut fur, Germany (1999).
T. Saito, Inorganic Chemistry, Kanagawa University, D.I. Men. Publishes (2004).
A.J. Hameed, J. Mol. Struct. THEOCHEM, 728, 43 (2005); doi:10.1016/j.theochem.2005.04.035.