Synthesis, spectral, molecular structure, HOMOLUMO and NLO analysis of some (E)-N’-(3,3- dimethyl-2,6-diarylpiperidin-4-ylidene)-4- methoxybenzohydrazide

ABSTRACT
(E)-N’-(3,3-dimethyl-2,6-diarylpiperidin-4-ylidene)-4-methoxybenzohydrazide (DDMs) have
been synthesized and their IR and 1H spectra were recorded. The optimized geometric parameters
(bond lengths, bond angles and dihedral angles) were in good agreement with the corresponding
experimental values. In addition, HOMO-LUMO, MEP and atomic charges of carbon, nitrogen and
oxygen were calculated using B3LYP/6-311G(d,p) level theory. The polarizability and first order
hyperpolarizability of the title molecule were calculated and interpreted.

References
[1] C. Ramalingam, Y.T. Park, S. Kabilan, Eur. J. Med. Chem., 41 (2006) 683.
[2] S. Balasubraanian, G. Aridoss, P. Parthiban, Biol. Pharm. Bull., 29 (2006) 125.
[3] S. Murugesan, S. Perumal, S. Selvaraj, Chem. Pharm. Bull., (Tokyo) 54 (2006) 795.
[4] M.X. Li, C.L. Chen, C.S. Ling, J. Zhou, B.S. Ji, Y.J. Wu, J.Y. Niu, Bioorg. Med. Chem.
Lett., 19 (2009) 2704.
[5] Sethukumar, C. Udhaya Kumar, R. Agilandeshwari, B. Arul Prakasam, J. Mol. Struct.,
1047 (2013) 237.
[6] J. Jayabharathi, V. Thanikachalam, M. Padamavathy, N. Srinivasan, Spectrochim.
Acta, Part A 81 (2011) 380.
[7] J. Jayabharathi, V. Thanikachalam, M. Padamavathy, M. Venkatesh Perumal, J.
Fluoresc., 22 (2012) 269.
[8] L. Ravikumar, G. Rathika, R. Punitha, Int. J. Eng. Res. Tech., 2 (2013) 3137.
[9] S. Subashchandrabose, H. Saleem, Y. Erdogdu, G. Rajarajan, V. Thanikachalam,
Spectrochim. Acta, Part A 82 (2011) 260.
[10] Dhandapani, S. Manivarman, S. Subaschandrabose, H. Saleem, J. Mol. Struct., 1058
(2014) 41.
[11] G. Velraj, S. Soundharam, C. Sridevi, J. Mol. Struct., 1060 (2014) 156.
[12] M. Arockia doss, S. Savithiri, G. Rajarajan, V. Thanikachalam, C. Anbuselvan,
Spectrochimica Acta Part A 151 (2015) 773.
[13] G. Thiyagarajan, P. Anjana, P. Nithya, P. Ashutosh, Int. J. Org. Chem., 1 (2011) 71.
[14] M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman,
G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X.
Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M.
Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y.Honda, O. Kitao,
H. Nakai, T. Vreven, J.A. Montgomery, Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J.
Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K.
Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.
M. Millam, M. Klene, J.E. Knox, 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, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J.
Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J.
Cioslowski, D.J. Fox, Gaussian 03, Revision C.02, Gaussian Inc., Wallinford, CT, 2004.
[15] R. P. Iczkowski, J.L. Margrave, J. Am. Chem. Soc., 83 (1961) 3547.
[16] R.G. Parr, L. Szentpaly, S. Liu, J. Am. Chem. Soc., 121 (1999) 1922.
[17] R.G. Parr, R. G. Pearson, J. Am. Chem. Soc., 105 (1983) 7512.
[18] Manimekalai, S. Sivakumar, Magn. Reson. Chem., 49 (2011) 830.
[19] J. Jayabharathi, A. Thangamani, S. Balamurugan, A. Thiruvalluvar, Acta Cryst., E 64,
(2008) o1181.
[20] K. Ravichandran, S. Sethuvasan, K. Thirunavukarasu, S. Ponnuswamy, M.N.
Ponnuswamy, Acta Cryst., E 68 (2012) o2453.
[21] C. Sankar, K. Pandiarajan, A. Thiruvalluvar, P. Gayathri, Acta Cryst. (2010). E66,
o2841.
[22] F.J. Luque, J.M. Lopez, M. Orozco, Theor. Chem. Acc., 103 (2000) 343.
[23] Fleming, I. Frontier Orbitals and Organic Chemical Reactions. Wiley, London, 1976.
[24] F. Kandemirli, S. Sagdinc, Corros. Sci., 49 (2007) 2118.
[25] Z. Demircioğlu, C. Albayrak Kaştaş, O. Büyükgüngör, J. Mol. Struct., 1091 (2015)
183.
[26] K. Gokula Krishnan, R. Sivakumar, V. Thanikachalam, H. Saleem, M. Arockia doss,
Spectrochimica Acta Part A 144 (2015) 29.
[27] S. Savithiri, M. Arockia Doss, G. Rajarajan, V. Thanikachalam, J. Mol. Struct., 1105
(2016) 225.
[28] M. Arockia doss, S. Savithiri, G. Rajarajan, V. Thanikachalam, H. Saleem,
Spectrochimica Acta Part A 148 (2015) 189.
[29] S. Savithiri, M. Arockia Doss, G. Rajarajan, V. Thanikachalam, S. Bharanidharan, H.
Saleem, Spectrochimica Acta Part A. 2015, 136, 782.
[30] Z.M. Jin, B. Zhao, W. Zhou, Z.H. Jin, J. Powder Diff. 12 (1997) 47.

Download all article in PDF

WSN 36 (2016) 27-46