TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety

Shimaa Abdel Halim Hussien

doi:doi:10.11648/j.ijctc.20190701.19

| Peer-Reviewed

TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety

Shimaa Abdel Halim Hussien

Published in International Journal of Computational and Theoretical Chemistry (Volume 7, Issue 1)

Received: 28 January 2019 Accepted: 21 March 2019 Published: 17 May 2019

Views: Downloads:

Download PDF

Share This Article

Twitter
Linked In
Facebook

Abstract

The electronic structure and spectra of the studied compounds 1–4 are investigated using TD-DFT/B3LYB/6-311G (d, p) level of theory. The results of calculations show that all the studied compounds 1–4 are non-planar, as indicated from the dihedral angles. The electronic absorption spectra of the studied compounds are recorded in the UV-VIS region, in both Acetone (as polar solvent) and Xylene (as non-polar solvent). The observed vertical electronic transitions assignments are facilitated via time-dependent density functional theory TD-DFT. Solvent dependence of the band maxima (λ_max) and intensities of the observed spectra are explained in terms of blue and red shifts. Electronic configurations contributing to each excited state are identified and the relevant MOs are characterized. The natural bond orbital (NBO) analysis were discussed in terms of the extent of delocalization, intermolecular charge transfer and second order perturbation interactions between donor and acceptor MOs. The Coulomb-attenuating method (CAM-B3LYP) and Corrected Linear Response Polarizable Continuum Model (CLR) PCM studied for theoretically obtaining the electronic absorption spectra in gas phase, Acetone and Xylene, respectively, indicate a good agreement with the observed spectra. The calculated nonlinear optical parameters (NLO); polarizibilty (α), anisotropy of the polarizibility (Δα) and first order hyperpolarizibility (β) of the studied compounds show promising optical properties. The HOMO-LUMO energy gap helped in analyzing the chemical reactivity, hardness, softness, chemical potential and electro negativity. 3D-plots of the molecular electrostatic potential (MEP) for the studied compounds are investigated and analyzed showing the distribution of electronic density of orbital's describing the electrophilic and nucleophilic sites of the selected molecules.

Published in	International Journal of Computational and Theoretical Chemistry (Volume 7, Issue 1)
DOI	10.11648/j.ijctc.20190701.19
Page(s)	65-86
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

UV Spectra, TD-DFT, Solvent and Substituent Effects, NBO and NLO Analysis

References

[1]	Hari Datta Khanal and Yong Rok Lee, (2015) Organocatalyzed oxidative N-annulation for diverse and polyfunctionalized pyridines. Chem. Commun. 51: 9467-9470. doi: 10.1039/c5cc01807b.
[2]	Yepes AF, Jaimes E, Bahsas A, Palma A, Hursthouse MB, Cobo J, Glidewell C. (2010) Ring conformations and intermolecular interactions in two fused dibenzoazocines. Acta Crystallographica. Section C, Crystal Structure Communications. 66: 284-288. doi: 10.1107/S0108270110014708.
[3]	Suksrichavalit T., Prachayasittikul S., Nantasenamat C., Isarankura-Na-Ayudhya V., Prachayasittikul C., (2009) Copper complexes of pyridine derivatives with superoxide scavenging and antimicrobial activities. Eur. J. Med. Chem. 44: 3259-3265. doi: 10.1016/j.ejmech.2009.03.033
[4]	Mohamed Ibrahim H., Haider Behbehani, (2014) Synthesis of A New Class of Pyridazin-3-one and 2-Amino-5-arylazopyridine Derivatives and Their Utility in the Synthesis of Fused Azines. Mol. 19: 2637-2654. doi: 10.3390/molecules19022637.
[5]	Roxana M. Butnariu, Maria D. Caprosu, Vasilichia Bejan, Ionel I. Mangalagiu, Margareta Ungureanu, Antonia Poiata, Cristina Tuchilus, Margareta Florescu, (2009) Pyridazine and phthalazine derivatives with potential antimicrobial activity. J. Hetero. Chem. 44: 1149-1152. https://doi.org/10.1002/jhet.5570440528
[6]	Roberta Barbaro, Laura Betti, Maurizio Botta, Federico Corelli, Gino Giannaccini, Laura Maccari, Fabrizio Manetti, Giovannella Strappaghetti, and Stefano Corsano, (2001) Synthesis, Biological Evaluation, and Pharmacophore Generation of New Pyridazinone Derivatives with Affinity toward α1- and α2-Adrenoceptors. J. Med. Chem. 44: 2118-2132. doi: 10.1021/jm010821u.
[7]	Tracy E, Zhu M, Streiff C, Sahn DJ, Ashraf M. (2018) Quantification of the area and shunt volume of multiple, circular, and noncircular ventricular septal defects: A 2D/3D echocardiography comparison and real time 3D color Doppler feasibility determination study. Echocardiography. 35: 90-99. doi: 10.1111/echo.13742.
[8]	Nermin A. Marzouk, Ahmed H. Shamroukh, Abeer H. Al-Saadny, J. A. Micky and Farouk, M. E. Abd El-Megeid, (2011) Synthesis, Isomerization, and Antimicrobial Evaluation of Some IndenothienoPyrimidine Derivatives. J. Amer. Sci. 7: 362-369.
[9]	Houda Serrar, et al, (2018) Two derivatives of 7-amino-thiazolo[3,2-a]pyrimidine as inhibitors of mild steel corrosion in 1.0M HCl solution: part I synthesis of inhibitors and electrochemical study. J. Chem. Tech. Meta. 53: 324-335.
[10]	Mohamoud N. A., (2015) Synthesis of some new thiazolo, pyrano and pyrimidinone derivatives of expected biological activities. Int. J. Adv. Res. 3: 977-987.
[11]	Hany J. Al-Majjar, Assem Barakar, Abdullah M. Al-Majid, Yahia, N. Mabkhot, Manuel Weber, Hazem, A. Ghabbour, Hoongkun Fun, (2014) A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium. Mol. 19: 1150-1162. doi:10.3390/molecules19011150
[12]	Affram K. et al, (2015) In Vitro and in Vivo Antitumor Activity of Gemcitabine Loaded Thermosensitive Liposomal Nanoparticles and Mild Hyperthermia in Pancreatic Cancer. Int. J. Adv. Res. 3: 859-874.
[13]	Teuber L., (1990) Naturally Occurring 1,2-Dithiolanes and 1,2,3-Trithianes. Chemical and Biological Properties. J. Sulfur Reports. 9: 257-333. https://doi.org/10.1080/01961779008048732
[14]	Minotti Menna P G, Salvatorelli E, Cairo G, Gianni L., (2004) LAnthracyclines: molecular advances and pharmacologic developments in antitumor activity and cardiotoxicity. Pharmacol Rev. 56: 185-229. doi: 10.1124/pr.56.2.6
[15]	Kanda N. et al., (1971) A new antitumor antibiotic, kidamycin. I. Isolation, purification and properties of kidamycin. J. Antibiotics, 24: 599-606. http://doi.org/10.7164/antibiotics.24.599
[16]	Degtev MI., Dudukalov NV., (2012) Synthesis of new derivatives of 2-acylisothiocyanate of 1-nitro-9,10-anthraquinone with antimicrobial activity basic research, 3: 167-172.
[17]	Sendel E., – S (1964) Catalog of Copyright Entries: Third series. 172.
[18]	Ayres G. H., (1949), Evaluation of Accuracy in Photometric Analysis. Anal. Chem. 21: 652-657. doi: 10.1021/ac60030a002
[19]	Denisov Popov VY, (2008) Synthesis of new cationic monomers based on ω-bromocarboxylic acids CIO. Proceedings of the Conference “Modern high technologies” 4– C. 138.
[20]	Murata N, Allakhverdiev S. I, Nishiyama Y, (2012) The mechanism of photoinhibition in vivo: Re-evaluation of the roles of catalase, α-tocopherol, non-photochemical quenching, and electron transport. Biochimica et Biophysica Acta (BBA)- Bioenergetics. 1817: 1127-1133. https://doi.org/10.1016/j.bbabio.2012.02.020
[21]	Zvarych V. I., Musyanovych R. Ya., Chervetsova V. G., Komarovska-Porokhnyavets O. Z., Stasevych M. V., Novikov V. P., (2013) Synthesis of new derivatives of 2-acylisothiocyanate of 1-nitro-9, 10-anthraquinone with antimicrobial activity. Academic Journals and Conferenes of Lviv Polytechnic National University. SCHMT 761.
[22]	Abdel Halim S, Ali Kh. Khalil (2017) TD-DFT calculations, NBO analysis and electronic absorption spectra of some thiazolo[3,2-a]pyridine derivatives. J. Mol. Struct. 1147: 651-667. http://dx.doi.org/10.1016/j.molstruc.2017.06.098.
[23]	Abdel Halim S, Ibrahim MA (2017) Synthesis, DFT calculations, electronic structure, electronic absorption spectra, natural bond orbital (NBO) and nonlinear optical (NLO) analysis of the novel 5-methyl-8H-benzo[h]chromeno[2,3-b][1,6]naphthyridine-6(5H),8-dione (MBCND). J. Mol. Struct. 1130: 543-558. http://dx.doi.org/10.1016/j.molstruc.2016.10.058.
[24]	Abdel Halim S, Laila I. Ali, Sameh Gamal Sanad (2017) Theoretical calculations of solvation 12-Crown-4 (12CN4) in aqueous solution and its experimental interaction with nano CuSO4. Int. J. Nano Dimens., 8: 142-158. DOI: 10.22034/ijnd.2017.24995.
[25]	Becke AD (1993) A new mixing of Hartree–Fock and local density-functional theories. J. Chem. Phys. 98: 1372-1376. doi: 10.1063/1.464304. Becke AD (1993) Densityfunctional thermochemistry, III: The role of exact exchange. J. Chem. Phys. 98: 5648-5652. doi: 10.1063/1.464913
[26]	Lee C, Yang W, Parr RG (1988) Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density, Phys. Rev. B Condens. Matter. 37: 785-789. doi:10.1103/PhysRevB.37.78.
[27]	Stefanov B, B. 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, J. A. Pople, Gaussian, Inc., Pittsburgh PA. (2003).
[28]	Frisch M, J. G. W. Trucks, H. B. Schlegel, G, E. Scuseria, et al., Gaussian, Inc., Wallingford CT, (2009).
[29]	GaussView, Version 5, Dennington, R.; Keith, T.; Millam, J. Semichem Inc., Shawnee Mission KS, (2009).
[30]	http://www.chemcraftprog.com.
[31]	Avci D (2011) Second and third-order nonlinear optical properties and molecular parameters of azo chromophores: semiempirical analysis. Spectrochim. Acta A. 82: 37-43. doi: 10.1016/j.saa.2011.06.037
[32]	Avci D, Başoğlu A, Atalay Y (2013) NLO and NBO Analysis of Sarcosine Maleic Acid by Using HF and B3LYP Calculations, Hindawi Publishing Corporation J. Chem. Article ID 712130: 1-16. doi: 10.1155/2013/712130
[33]	Tomasz S, Katarzyna S, Benoît C (2014): Ab initio Hartree-Fock calculations on linear and second-order nonlinear optical properties of ionic organic crystals, J. Chem. Phys. 141: 104109. doi: 10.1063/1.4894483
[34]	Jean-Luc Adam, (2002) Lanthanides in Non-Oxide Glasses. Chem. Rev. 102: 2461-2476. doi: 10.1021/cr010305b
[35]	Yanai T, Tew D, and Handy N, (2004) A new hybrid exchange–correlation functional using the Coulomb-attenuating method (CAM-B3LYP). Chem. Phys. Lett. 393: 51-57. doi: https://doi.org/10.1016/j.cplett.2004.06.011
[36]	Chocholoušová J, Špirko V, Hobza P, (2004) First local minimum of the formic acid dimer exhibits simultaneously red-shifted O–H…O and improper blue-shifted C–H…O hydrogen bonds. Phys. Chem. Chem. Phys. 6: 37-41. doi: 10.1039/B314148A
[37]	Szafran M., Komasa A., Bartoszak-Adamska E., (2007) Crystal and molecular structure of 4-carboxypiperidinium chloride (4-piperidinecarboxylic acid hydrochloride). J. Mol. Struct. 827:101-107. doi: 10.1016/j.molstruc.2006.05.012
[38]	Gamal A. El-Hiti, Keith Smith, Amany S. Hegazy, Ali M. Masmali and Benson M. Kariuki, (2014) Crystal structure of 2-tert-butyl-1,3-thiazolo[4,5-b]pyridine. Acta Cryst. E70: 932-937. doi:10.1107/S160053681401633X
[39]	Gamal A. El-Hiti, Keith Smith, Amany S. Hegazy, Saud A. Alanazi and Benson M. Kariuki, (2015) Crystal structure of 2-(2-methylphenyl)-1,3-thiazolo[4,5-b]pyridine. Acta Cryst. E71: 562-563. doi: 10.1107/S2056989015012797
[40]	Gamal A. El-Hiti, Keith Smith, Amany S. Hegazy, Mansour D. Ajarim, Benson M. Kariuki (2015) Crystal structure of 2-(3-nitrophenyl)-1,3-thiazolo[4,5-b]pyridine. Acta. Cryst. E71: 0877-882. doi: 10.1107/S2056989015019118
[41]	Reddy C, Rao D, Yakub V, Nagaraj A (2010) Synthesis and in vitro Study of Some New Bis(thiadiazolyl-2H-pyrazolo[3,4-d][1,3]thiazole)- methanes as Potential Nematicides, Acta Chim. Slov. 57: 798-807. doi: acta-arhiv.chem-soc.si/57/57-4-798.pdf
[42]	Natorajan S, Shanmugam G, and MartinCryst SA, (2008) Res. Technal. 43: 561; Chemia D. S, Zysss J (1987) Nonlinear Optical Properties of Organic Molecules and Crystals Academic Press, Orlando, FL, Bradshow D. S, Andrews D. L (2009) J. Nonlinear Opt. Phys. Matter 18: 285. Sures S (2013) The Growth and the Optical, Mechanical, Dielectric and Photoconductivity Properties of a New Nonlinear Optical Crystal—L-Phenylalanine-4-nitrophenol NLO Single Crystal Scientific-Research An Academic Publisher1, 3: 87-91 doi: 10.4236/jcpt.2013.33014
[43]	Cheng LT, Tam W, Stevenson SH, Meredith GR, Rikken G, Marder SR (1991) Electric field induced second harmonic generation with and without fringes, J. Phys. Chem. 95: 10631. doi: https://doi.org/JPCHAX
[44]	Kaatz P, Donley EA, Shelton DP (1998) Analysis of nonlinear optical properties in donor–acceptor materials, J. Chem. Phys. 108: 849. doi: https://doi.org/10.1063/1.475448, Citation, CAS.
[45]	Gnanasambandan T, Gunasekaran S, Seshadri S (2014) Experimental and theoretical study of p-nitroacetanilide. Spectrochimica. Acta Part A: Molecular and Biomolecular Spectroscopy 117: 557-567. doi: https://doi.org/10.1016/j.saa.2013.08.061
[46]	Murray JS, Sen K (1996) Molecular Electrostatic Potentials, Conseptsana Applications, Elsevier, Amsterdam 7 and Sscrocco E, Tomasi J, (1978) Electronic Molecular Structure, Reactivity and Intermolecular Forces: An Euristic Interpretation by Means of Electrostatic Molecular Potentials, Adv. Quant. Chem. 11: 115-193. doi: https://doi.org/10.1016/S0065-3276(08)60236-1
[47]	Politzer P, Murray JS (2002) The fundamental nature and role of the electrostatic potential in atoms and molecules. Theor. Chem. Acc. 108: 134-142. doi:10.1007/s00214-002-0363-9
[48]	Sajan D, Joseph L, Vijayan N, Karabacak M (2011) Natural bond orbital analysis, electronic structure, non-linear properties and vibrational spectral analysis of l-histidinium bromide monohydrate: A density functional theory Spectrochim. Acta A. 81: 85-98. doi: 10.1016/j.saa.2011.05.052

Cite This Article

Plain Text BibTeX RIS

APA Style

Shimaa Abdel Halim Hussien. (2019). TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety. International Journal of Computational and Theoretical Chemistry, 7(1), 65-86. https://doi.org/10.11648/j.ijctc.20190701.19

Copy | Download

ACS Style

Shimaa Abdel Halim Hussien. TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety. Int. J. Comput. Theor. Chem. 2019, 7(1), 65-86. doi: 10.11648/j.ijctc.20190701.19

Copy | Download

AMA Style

Shimaa Abdel Halim Hussien. TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety. Int J Comput Theor Chem. 2019;7(1):65-86. doi: 10.11648/j.ijctc.20190701.19

Copy | Download

@article{10.11648/j.ijctc.20190701.19,
  author = {Shimaa Abdel Halim Hussien},
  title = {TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {7},
  number = {1},
  pages = {65-86},
  doi = {10.11648/j.ijctc.20190701.19},
  url = {https://doi.org/10.11648/j.ijctc.20190701.19},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20190701.19},
  abstract = {The electronic structure and spectra of the studied compounds 1–4 are investigated using TD-DFT/B3LYB/6-311G (d, p) level of theory. The results of calculations show that all the studied compounds 1–4 are non-planar, as indicated from the dihedral angles. The electronic absorption spectra of the studied compounds are recorded in the UV-VIS region, in both Acetone (as polar solvent) and Xylene (as non-polar solvent). The observed vertical electronic transitions assignments are facilitated via time-dependent density functional theory TD-DFT. Solvent dependence of the band maxima (λmax) and intensities of the observed spectra are explained in terms of blue and red shifts. Electronic configurations contributing to each excited state are identified and the relevant MOs are characterized. The natural bond orbital (NBO) analysis were discussed in terms of the extent of delocalization, intermolecular charge transfer and second order perturbation interactions between donor and acceptor MOs. The Coulomb-attenuating method (CAM-B3LYP) and Corrected Linear Response Polarizable Continuum Model (CLR) PCM studied for theoretically obtaining the electronic absorption spectra in gas phase, Acetone and Xylene, respectively, indicate a good agreement with the observed spectra. The calculated nonlinear optical parameters (NLO); polarizibilty (α), anisotropy of the polarizibility (Δα) and first order hyperpolarizibility (β) of the studied compounds show promising optical properties. The HOMO-LUMO energy gap helped in analyzing the chemical reactivity, hardness, softness, chemical potential and electro negativity. 3D-plots of the molecular electrostatic potential (MEP) for the studied compounds are investigated and analyzed showing the distribution of electronic density of orbital's describing the electrophilic and nucleophilic sites of the selected molecules.},
 year = {2019}
}

Copy | Download

TY  - JOUR
T1  - TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety
AU  - Shimaa Abdel Halim Hussien
Y1  - 2019/05/17
PY  - 2019
N1  - https://doi.org/10.11648/j.ijctc.20190701.19
DO  - 10.11648/j.ijctc.20190701.19
T2  - International Journal of Computational and Theoretical Chemistry
JF  - International Journal of Computational and Theoretical Chemistry
JO  - International Journal of Computational and Theoretical Chemistry
SP  - 65
EP  - 86
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20190701.19
AB  - The electronic structure and spectra of the studied compounds 1–4 are investigated using TD-DFT/B3LYB/6-311G (d, p) level of theory. The results of calculations show that all the studied compounds 1–4 are non-planar, as indicated from the dihedral angles. The electronic absorption spectra of the studied compounds are recorded in the UV-VIS region, in both Acetone (as polar solvent) and Xylene (as non-polar solvent). The observed vertical electronic transitions assignments are facilitated via time-dependent density functional theory TD-DFT. Solvent dependence of the band maxima (λmax) and intensities of the observed spectra are explained in terms of blue and red shifts. Electronic configurations contributing to each excited state are identified and the relevant MOs are characterized. The natural bond orbital (NBO) analysis were discussed in terms of the extent of delocalization, intermolecular charge transfer and second order perturbation interactions between donor and acceptor MOs. The Coulomb-attenuating method (CAM-B3LYP) and Corrected Linear Response Polarizable Continuum Model (CLR) PCM studied for theoretically obtaining the electronic absorption spectra in gas phase, Acetone and Xylene, respectively, indicate a good agreement with the observed spectra. The calculated nonlinear optical parameters (NLO); polarizibilty (α), anisotropy of the polarizibility (Δα) and first order hyperpolarizibility (β) of the studied compounds show promising optical properties. The HOMO-LUMO energy gap helped in analyzing the chemical reactivity, hardness, softness, chemical potential and electro negativity. 3D-plots of the molecular electrostatic potential (MEP) for the studied compounds are investigated and analyzed showing the distribution of electronic density of orbital's describing the electrophilic and nucleophilic sites of the selected molecules.
VL  - 7
IS  - 1
ER  -

Copy | Download

Author Information

Shimaa Abdel Halim Hussien

Department of Chemistry, Faculty of Education, Ain Shams University, Cairo, Egypt

Download PDF

Sections

Plain Text BibTeX RIS

APA Style

Shimaa Abdel Halim Hussien. (2019). TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety. International Journal of Computational and Theoretical Chemistry, 7(1), 65-86. https://doi.org/10.11648/j.ijctc.20190701.19

Copy | Download

ACS Style

Shimaa Abdel Halim Hussien. TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety. Int. J. Comput. Theor. Chem. 2019, 7(1), 65-86. doi: 10.11648/j.ijctc.20190701.19

Copy | Download

AMA Style

Shimaa Abdel Halim Hussien. TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety. Int J Comput Theor Chem. 2019;7(1):65-86. doi: 10.11648/j.ijctc.20190701.19

Copy | Download

@article{10.11648/j.ijctc.20190701.19,
  author = {Shimaa Abdel Halim Hussien},
  title = {TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {7},
  number = {1},
  pages = {65-86},
  doi = {10.11648/j.ijctc.20190701.19},
  url = {https://doi.org/10.11648/j.ijctc.20190701.19},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20190701.19},
  abstract = {The electronic structure and spectra of the studied compounds 1–4 are investigated using TD-DFT/B3LYB/6-311G (d, p) level of theory. The results of calculations show that all the studied compounds 1–4 are non-planar, as indicated from the dihedral angles. The electronic absorption spectra of the studied compounds are recorded in the UV-VIS region, in both Acetone (as polar solvent) and Xylene (as non-polar solvent). The observed vertical electronic transitions assignments are facilitated via time-dependent density functional theory TD-DFT. Solvent dependence of the band maxima (λmax) and intensities of the observed spectra are explained in terms of blue and red shifts. Electronic configurations contributing to each excited state are identified and the relevant MOs are characterized. The natural bond orbital (NBO) analysis were discussed in terms of the extent of delocalization, intermolecular charge transfer and second order perturbation interactions between donor and acceptor MOs. The Coulomb-attenuating method (CAM-B3LYP) and Corrected Linear Response Polarizable Continuum Model (CLR) PCM studied for theoretically obtaining the electronic absorption spectra in gas phase, Acetone and Xylene, respectively, indicate a good agreement with the observed spectra. The calculated nonlinear optical parameters (NLO); polarizibilty (α), anisotropy of the polarizibility (Δα) and first order hyperpolarizibility (β) of the studied compounds show promising optical properties. The HOMO-LUMO energy gap helped in analyzing the chemical reactivity, hardness, softness, chemical potential and electro negativity. 3D-plots of the molecular electrostatic potential (MEP) for the studied compounds are investigated and analyzed showing the distribution of electronic density of orbital's describing the electrophilic and nucleophilic sites of the selected molecules.},
 year = {2019}
}

Copy | Download

TY  - JOUR
T1  - TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety
AU  - Shimaa Abdel Halim Hussien
Y1  - 2019/05/17
PY  - 2019
N1  - https://doi.org/10.11648/j.ijctc.20190701.19
DO  - 10.11648/j.ijctc.20190701.19
T2  - International Journal of Computational and Theoretical Chemistry
JF  - International Journal of Computational and Theoretical Chemistry
JO  - International Journal of Computational and Theoretical Chemistry
SP  - 65
EP  - 86
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20190701.19
AB  - The electronic structure and spectra of the studied compounds 1–4 are investigated using TD-DFT/B3LYB/6-311G (d, p) level of theory. The results of calculations show that all the studied compounds 1–4 are non-planar, as indicated from the dihedral angles. The electronic absorption spectra of the studied compounds are recorded in the UV-VIS region, in both Acetone (as polar solvent) and Xylene (as non-polar solvent). The observed vertical electronic transitions assignments are facilitated via time-dependent density functional theory TD-DFT. Solvent dependence of the band maxima (λmax) and intensities of the observed spectra are explained in terms of blue and red shifts. Electronic configurations contributing to each excited state are identified and the relevant MOs are characterized. The natural bond orbital (NBO) analysis were discussed in terms of the extent of delocalization, intermolecular charge transfer and second order perturbation interactions between donor and acceptor MOs. The Coulomb-attenuating method (CAM-B3LYP) and Corrected Linear Response Polarizable Continuum Model (CLR) PCM studied for theoretically obtaining the electronic absorption spectra in gas phase, Acetone and Xylene, respectively, indicate a good agreement with the observed spectra. The calculated nonlinear optical parameters (NLO); polarizibilty (α), anisotropy of the polarizibility (Δα) and first order hyperpolarizibility (β) of the studied compounds show promising optical properties. The HOMO-LUMO energy gap helped in analyzing the chemical reactivity, hardness, softness, chemical potential and electro negativity. 3D-plots of the molecular electrostatic potential (MEP) for the studied compounds are investigated and analyzed showing the distribution of electronic density of orbital's describing the electrophilic and nucleophilic sites of the selected molecules.
VL  - 7
IS  - 1
ER  -

Copy | Download