Abstract
Novel dicyanoisophorone derivative, (E)-2-(3-(4-aminostyryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile, is synthesized and its structure elucidated by means of conventional and linear polarized IR-spectroscopy of oriented colloids in nematic host, 1H, 13C, 1H, 1H-COSY NMR, HPLC tandem ESI MS-MS spectrometry, UV-VIS and thermal methods. Ab initio and DFT level of theory are used to theoretically obtain the electronic structure and optical properties, both in ground and exited state, of the compound.
Similar content being viewed by others
References
H.S. Nalwa, S. Miyata, (Eds.), Nonlinear Optics of Organic Molecules and Polymers (CRC Press, Boca Raton, 1997)
J.J. Wolff, R. Wortmann, D. Bethell (Ed.), Advances in Physical Organic Chemistry, Vol. 32, 121, (1999)
C. Bosshard et al., Organic Nonlinear Optical Materials (Cordon and Breach, Amsterdam, 1995)
T. Kolev et al., Z. Kristallogr. NCS 216, 67 (2001)
T. Kolev et al., Acta Crystallogr. E57, o561 (2001)
T. Kolev et al., Acta Crystallogr. E57, o1166 (2001)
T. Kolev et al., Acta Crystallogr. E57, o760 (2001)
T. Kolev et al., Acta Crystallogr. E57, o966 (2001)
T. Kolev et al., Acta Crystallogr. E57, o964 (2001)
T. Kolev, D. Yancheva, B. Shivachev, R. Petrova, M. Spiteller, Acta Crystallogr. E61, o550 (2005)
T. Kolev, M. Schuermann, D.-Chr. Kleb, H. Preut, M. Spiteller, Acta Crystallogr. E58, o1172 (2002)
R. Lemke, Chem. Ber. 103, 1894 (1970)
M. Desai, V.H. Shah, Indian J. Chem. Sec. B. 36, 668 (1997)
T. Kolev, J. Raman Spectr., submitted
T. Kolev, D. Yancheva, B. Stamboliyska, Spectrochim. Acta 59A, 3325 (2003)
B.B. Ivanova, Spectrochim. Acta, 65A, 1035 (2006)
B.B. Koleva, T. Kolev, Spectrochim. Acta. Part A, in press
T. Kolev, I. Kityk, J. Ebothe, B. Sahraoui, Chem. Phys. Lett. 443, 309 (2007)
X. Ju et al., J. Chem. Phys. 124, 174711 (2006)
B.B. Ivanova, M.G. Arnaudov, P.R. Bontchev, Spectrochim. Acta, Part A 60(4), 855(2004)
B.B. Ivanova, D.L. Tsalev, M.G. Arnaudov, Talanta, 69, 822 (2006)
B. Ivanova, V. Simeonov, M. Arnaudov, D. Tsalev, Spectrochim Acta 67a, 66 (2007)
B.B. Koleva et al., J. Inclus. Prenome DOI: 10.1007/s10847-008-9425-5
M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A., Jr. Montgomery, R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, Ö. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, P. Salvador, J.J. Dannenberg, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G. Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komáromi, R. Gomperts, 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, J.L. Andres, C. Gonzalez, M. Head-Gordon, E.S. Replogle, J.A. Pople, Gaussian 98, Gaussian, Inc., (Pittsburgh, PA, 1998)
“DALTON”, a molecular electronic structure program, Release 2.0 (2005), http://www.kjemi.uio.no/software/dalton/dalton.html.
G.A. Zhurko, D.A. Zhurko, ChemCraft: Tool for treatment of chemical data, Lite version build 08 (2005)
D. Tozer, N. Handy, Phys Chem. Chem. Phys. 2, 2117 (2000)
J. Tomasi, M. Persico, Chem Rev. 94, 2027 (1994)
R. Cammi, M. Cossi, J. Tomasi, J. Chem. Phys. 105, 4611 (1996)
R. Cammi, M. Rossi, B. Bennucci, J. Tomasi, J. Chem. Phys. 105, 10556 (1996)
S. Kwon, O-Pil Kwon, M. Jazbinsek, V. Gramlich, P. Gunter, Chem. Commun., DOI: 10.1039/b607107d
O-Pil Kwon et al., Adv. Funct. Mater. 17, 1750 (2007)
O-Pil Kwon et al., Chem. Mater. 18, 4049 (2006)
C.K. Wang et al., J. Chem. Phys. 119, 1208 (2003)
Author information
Authors and Affiliations
Corresponding author
About this article
Cite this article
Koleva, B., Kolev, T., Nikolova, R. et al. Novel organic material with potential NLO application - electronic and spectroscopic properties. cent.eur.j.chem. 6, 592–599 (2008). https://doi.org/10.2478/s11532-008-0061-0
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.2478/s11532-008-0061-0