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Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule

Year 2018, Volume 22, Issue 1, 107 - 120, 21.02.2018
https://doi.org/10.19113/sdufbed.01322

Abstract

The experimental spectroscopic investigation of Nbenzyloxycarbonyloxy-5-norbornene-2,3-dicarboximide (C17H15NO5) molecule has been done using 1H and 13C NMR chemical shifts, FT-IR and Raman spectroscopies. Conformational forms have been determined depending on orientation of N-benzyloxycarbonyloxy and 5-norbornene-2,3-dicarboximide (NDI) groups of the title compound. The structural geometric optimizations, vibrational wavenumbers, NMR chemical shifts (in vacuum and chloroform) and HOMO-LUMO analyses for all conformers of the title molecule have been done with DFT/CAM-B3LYP method at the 6-311++G(d,p) basis set. Additionally, based on the calculated HOMO and LUMO energy values, some molecular properties such as ionization potential (I), electron affinity (A), electronegativity (χ), chemical hardness ( ), chemical softness ( ), chemical potential (μ) and electrophilicity index ( ) parameters are determined for all conformers. The non-linear optical (NLO) properties have been studied for the title molecule. We can say that the experimental spectral data are in accordance with calculated values.

References

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  • [3] Ashirov, R. V., Zemlyakov, D. I., Lyapkov, A. A., Kiselev, S. A. 2013. Kinetics of the Metathesis Polymerization of 5,6-Di(Methoxycarbonyl)Bicyclo[2.2.1]Hept-2-Enes on an Original Hoveyda-Grubbs II Type Catalyst. Kinetics and Catalysis, 54(4), 469-474.
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  • [5] Blank, F., Janiak, C. 2009. Metal Catalysts for the Vinyl/Addition Polymerization of Norbornene. Coordination Chemistry Reviews, 253(7-8), 827-861.
  • [6] Li, M., Song, H., Wang, B. 2016. Synthesis, Structures, and Norbornene Polymerization Behavior of Palladium Methyl Complexes Bearing N-Heterocyclic Carbene-Sulfonate Ligands. Journal of Organometallics Chemistry, 804, 118-122.
  • [7] Suslov, D. S., Bykov, M. V., Abramov, P. A., Pakhomova, M. V., Ushakov, I. A., Voronov, V. K., Tkacha, V. S. 2016. Synthesis, Characterization, and Application for Addition Polymerization of Norbornene of Novel Acetylacetonate Bis(Anilines) Palladium (II) Complexes. Inorganic Chemistry Communications, 66, 1–4.
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  • [13] Suresh, S., Gunasekaran, S., Srinivasan, S. 2014. Spectroscopic (FT-IR, FT-Raman, NMR and UV–Visible) and Quantum Chemical Studies of Molecular Geometry, Frontier Molecular Orbital, NLO, NBO and Thermodynamic Properties of Salicylic Acid. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 132, 130-141.
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  • [19] Becke, A. D. 1993. Becke’s Three Parameter Hybrid Method Using the LYP Correlation Functional. The Journal of Chemical Physics, 98, 5648-5652.
  • [20] Lee, C., Yang, W., Parr, R. G. 1988. Development of the Colle-Salvetti Correlation-Energy Formula Into A Functional of the Electron Density. Physical Review B, 37, 785-789.
  • [21] Yanai, T., Tew, D. P. Handy, N. C. 2004. A New Hybrid Exchange–Correlation Functional Using the Coulomb-Attenuating Method (CAM-B3LYP). Chemical Physics Letters, 393(1-3), 51-57.
  • [22] London, F. 1937. Théorie Quantique Des Courants Interatomiques Dans Les Combinaisons Aromatiques. Journal de Physique et Le Radium, 8(10), 397-409.
  • [23] Ditchfield, R. 1974. Self-Consistent Perturbation Theory of Diamagnetism. Molecular Physics, 27(4), 789-807.
  • [24] Wolinski, K., Himton, J. F., Pulay, P. 1990. Efficient Implementation of the Gauge-Independent Atomic Orbital Method for NMR Chemical Shift Calculations. Journal of the American Chemical Society, 112(23), 8251-8260.
  • [25] Birney, D., Lim, T. K., Koh, J. H. P., Pool, B. R., White, J. M. 2002. Structural Investigations into the retro-Diels-Alder Reaction. Experimental and Theoretical Studies. Journal of the American Chemical Society, 124(18), 5091-5099.
  • [26] Dvorkin, A. A., Gifeysman, T. Sh., Simonov, Yu. A., Malinovsky, T. I. 1987. Structures of Isomeric N-(5-methyl-2-aminobenzhydrylidene)amino-5-norbornene-2,3-exo-dicarboximide and N-(5-methyl-2-aminobenzhydrylidene)amino-5-norbornene-2,3-endo-dicarboximide. Acta Crystallographica Section C, C43, 2347-2350.
  • [27] Miroslaw, B., Koziol, A. E., Bielenica, A., Dziuba, K., Struga, M. 2014. Substituent Effect on Supramolecular Motifs in Series of Succinimide Polycyclic Keto Derivatives – Spectroscopic, Theoretical and Crystallographic Studies. Journal of Molecular Structure, 1074, 695-702.
  • [28] Li, J., Pan, X. R. 2015. Synthesis and Structural Characterization of N-Phenyl-5-norbornene-2, 3-dicarboximide. Asian Journal of Chemistry, 27(8), 2806-2808.
  • [29] Hu, A.-F., Ji, T., Gao, Y.-X., Xu, P.-X., Zhao, Y.-F. 2008. Benzyl 2,5-dioxopyrrolidin-1-yl Carbonate. Acta Crystallographica Section E, E64, o1326.
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  • [33] Silverstein, R. M., Webster, F. X., Kiemle, D. J. 2005. Spectroscopic Identification of Organic Compounds, 7th ed. John Willey & Sons, New York, 502s.
  • [34] Dereli, Ö. 2016. Molecular Structure and Spectral (FT-IR, Raman) Investigations of 3-aminocoumarin. Optics and Spectroscopy, 120(5), 690-700.
  • [35] Temel, E., Alaşalvar, C., Gokce, H., Guder, A., Albayrak, C., Alpaslan, Y. B., Alpaslan, G., Dilek, N. 2015. DFT Calculations, Spectroscopy and Antioxidant Activity Studies on (E)-2-nitro-4-[(phenylimino) methyl] phenol. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 136, 534-546.
  • [36] Tamer, Ö., Avcı, D., Atalay, Y. 2015. Geometry Optimization, Spectral Analysis, Molecular Electrostatic Potential Surface, and Non-linear Optical Activity of 4-Methyl Anilinium Phenolsulfonate: a DFT Study. Journal of Applied Spectroscopy, 82(4), 687-699.
  • [37] Wade Jr, L. G. 2006. Organic Chemistry, 6th ed. Pearson Prentice Hall, New Jersey.
  • [38] Anderson, R. J., Bendell, D. J., Groundwater, P. W. 2004. Organic Spectroscopic Analysis The Royal Society of Chemistry. Sunderland UK, 176s.
  • [39] Kalinowski, H. O., Berger, S., Braun, S. 1988. Carbon-13 NMR Spectroscopy. John Wiley & Sons, Chichester, 792s.
  • [40] Pihlaja K., Kleinpeter, E. (Eds.) 1994. Carbon-13 Chemical Shifts in Structural and Sterochemical Analysis. VCH Publishers, Inc., New York, 379s.
  • [41] Fukui, K. 1982. Role of Frontier Orbitals in Chemical Reactions. Science 218(4574), 747-754.
  • [42] Gökce, H. Bahçeli, S. 2011. A Study on Quantum Chemical Calculations of 3-, 4-Nitrobenzaldehyde Oximes. Spectrochimica Acta Part A, 79(5), 1783-1793.
  • [43] Alpaslan, Y. B., Gökce, H., Alpaslan, G., Macit, M. 2015. Spectroscopic characterization and density functional studies of (Z)-1-[(2-methoxy-5-(trifluoromethyl) phenylamino) methylene] naphthalene-2(1H)-one. Journal of Molecular Structure, 1097, 171-180.
  • [44] Nalwa, H. S., Miyata, S. 1997. Non-linear Optics of Organic Molecules and Polymers. CRC Press, Boca Raton, FL, 611s.

N-Benziloksikarboniloksi-5-Norbornen-2,3-Dikarboksimid Molekülünün Yapısal, Spektroskopik (FT-IR, Raman ve NMR), Doğrusal Olmayan Optik (NLO), HOMO-LUMO ve Teorik (DFT/CAM-B3LYP) Analizleri

Year 2018, Volume 22, Issue 1, 107 - 120, 21.02.2018
https://doi.org/10.19113/sdufbed.01322

Abstract

N-Benziloksikarboniloksi-5-Norbornen-2,3-Dikarboksimid molekülünün deneysel spektroskopik incelenmesi, 1H ve 13C NMR kimyasal kayma, FT-IR ve Raman spektroskopileri kullanılarak yapılmıştır. Konformasyonel formlar molekülün NBenziloksikarboniloksi ve 5-Norbornen-2,3-Dikarboksimid (NDI) gruplarının yönelimine bağlı olarak belirlenmiştir. Molekülün bütün konformerleri için yapısal geometrik optimizasyonlar, titreşimsel dalgasayıları, NMR kimyasal kaymaları (vakum ve kloroform içinde) ve HOMO-LUMO analizleri 6-311++G(d,p) temel setinde DFT/CAM-B3LYP metodu ile yapılmıştır. Ayrıca, hesaplanan HOMO ve LUMO enerji değerlerine bağlı olarak, iyonlaşma potansiyeli (I), elektron çekiciliği (A), elektronegatiflik (χ), kimyasal sertlik ( ), kimyasal yumuşaklık ( ), kimyasal potansiyel (μ) ve elektrofilik indeksi ( ) parametreleri gibi kuantum moleküler tanımlayıcılar molekülün bütün konformerleri için belirlenmiştir. Molekülün doğrusal olmayan optik (NLO) özellikleri çalışılmıştır. Deneysel spektroskopik veriler hesaplanan değerler ile iyi bir uyum içerisinde olduğunu söyleyebiliriz.

References

  • [1] Kazunori, T., Seiji, O., Yasuo, T. 2006. Norbornene-Based Ring-Opening Polymerization Polymer, Product of Hydrogenation of Norbornene-Based Ring-Opening Polymerization Polymer, and Processes for Producing These. United States Patent, No. 7037993 B2.
  • [2] Syamkumar, V. M., Jinbok, S., Boo-Gyo, S., Andreas G., Do, Y. Y. 2011. Synthesis and Characterization of Substituted Polynorbornene Derivatives. Polymer, 52(2011), 4377-4386.
  • [3] Ashirov, R. V., Zemlyakov, D. I., Lyapkov, A. A., Kiselev, S. A. 2013. Kinetics of the Metathesis Polymerization of 5,6-Di(Methoxycarbonyl)Bicyclo[2.2.1]Hept-2-Enes on an Original Hoveyda-Grubbs II Type Catalyst. Kinetics and Catalysis, 54(4), 469-474.
  • [4] Bozhenkova, G. S., Samochernova, A. P., Ashirov, R. V., Lyapkov, A. A. 2015. Polymers Based on Norbornene Derivatives. Procedia Chemistry, 15, 8-13.
  • [5] Blank, F., Janiak, C. 2009. Metal Catalysts for the Vinyl/Addition Polymerization of Norbornene. Coordination Chemistry Reviews, 253(7-8), 827-861.
  • [6] Li, M., Song, H., Wang, B. 2016. Synthesis, Structures, and Norbornene Polymerization Behavior of Palladium Methyl Complexes Bearing N-Heterocyclic Carbene-Sulfonate Ligands. Journal of Organometallics Chemistry, 804, 118-122.
  • [7] Suslov, D. S., Bykov, M. V., Abramov, P. A., Pakhomova, M. V., Ushakov, I. A., Voronov, V. K., Tkacha, V. S. 2016. Synthesis, Characterization, and Application for Addition Polymerization of Norbornene of Novel Acetylacetonate Bis(Anilines) Palladium (II) Complexes. Inorganic Chemistry Communications, 66, 1–4.
  • [8] Fiorino, F., Magli, E., Severino, B., Corvino, A., Ciano, A., Perisutti, E., Frecentese, F., Massarelli, P., Nencini, C., Santagada, V., Caliendo, G. 2014. Synthesis and In Vitro Pharmacological Evaluation of Novel 2-Hydroxypropyl-4-arylpiperazine Derivatives as Serotoninergic Ligands. Archiv der Pharmazie, 347(10), 1–9.
  • [9] Vazquez-Vuelvas, O. F., Hernández-Madrigal, J. V., Pineda-Contreras, A., Hernández-Ortega, S., Reyes-Martínez, R., Morales-Morales, D. 2015. Exo Conformers of N-(pyridin-2-yl)- and N-(pyridin-3-yl)norbornene-5,6-dicarboximide Crystals. Acta Crystallographica Section C, C71, 175-180.
  • [10] Kosal, A. D. Ashfeld, B. L. 2013. N-Benzyloxycarbonyloxy -5-norbornene -2,3-dicarboximide. e-EROS Encyclopedia of Reagents for Organic Synthesis.
  • [11] Erdogdu, Y., Saglam, S., Dereli, Ö. 2015. Theoretical (DFT) and Experimental (FT-IR, FT-Raman, FT-NMR) Investigations on 7-Acetoxy-4-(bromomethyl)coumarin. Optics and Spectroscopy, 119(3), 411-423.
  • [12] Almeida, M. R., Stephani, R., Santos, H. F. D., de Oliveira, L. F. C. 2010. Spectroscopic and Theoretical Study of the “Azo”-Dye E124 in Condensate Phase: Evidence of a Dominant Hydrazo Form. The Journal of Physical Chemistry A, 114(1), 526-534.
  • [13] Suresh, S., Gunasekaran, S., Srinivasan, S. 2014. Spectroscopic (FT-IR, FT-Raman, NMR and UV–Visible) and Quantum Chemical Studies of Molecular Geometry, Frontier Molecular Orbital, NLO, NBO and Thermodynamic Properties of Salicylic Acid. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 132, 130-141.
  • [14] Cyranski, M. K., Jezierska, A., Klimentowska, P., Panek, J. J., Sporzynski, A. 2008. Impact of Intermolecular Hydrogen Bond on Structural Properties of Pphenylboronic Acid: Quantum Chemical and X-ray Study. Journal of Physical Organic Chemistry, 21(6), 472-482.
  • [15] Sachan, A. K., Pathak, S. K., Sinha, L., Prasad, O., Karabacak, M., Asir, A.M. 2014. A Combined Experimental and Theoretical Investigation of 2-Thienylboronic Acid: Conformational Search, Molecular Structure, NBO, NLO and FT-IR, FT-Raman, NMR and UV Spectral Analysis. Journal of Molecular Structure, 1076, 639-650.
  • [16] Sert, Y., Ucun, F., Böyükata, M., 2012. Vibrational Spectroscopic Studies of 3-hydroxyphenylboronic Acid: Molecular Structure. Indian Journal of Physics, 86(10), 859-869.
  • [17] Frisch, M. J., Trucks, G. W., Schlegel, H. B., Scuseria, G. E., Robb, M. A., Cheeseman, J. R., Scalmani, G., Barone, V., Mennucci, B., Petersson, G. A., Nakatsuji, H., Caricato, M., Li, X., Hratchian, H. P., Izmaylov, A. F., Bloino, J., Zheng, G., Sonnenberg, J. L., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Vreven, T., Montgomery, J. A., Peralta, J. E., Ogliaro, F., Bearpark, M., Heyd, J. J., Brothers, E., Kudin, K. N., Staroverov, V. N., Kobayashi, R., Normand, J., Raghavachari, K., Rendell, A., Burant, J. C., Iyengar, S. S., Tomasi, J., Cossi, M., Rega, N., Millam, J. M., Klene, M., Knox, J. E., Cross, J. B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R. E., Yazyev, O., Austin, A. J., Cammi, R., Pomelli, C., Ochterski, J. W., Martin, R. L., Morokuma, K., Zakrzewski, V. G., Voth, G. A., Salvador, P., Dannenberg, J. J., Dapprich, S., Daniels, A. D., Farkas, Ő., Foresman, J. B., Ortiz, J. V., Cioslowski, J., Fox, D. J. 2009. Gaussian 09, Revision D.01. Gaussian, Wallingford CT.
  • [18] Dennington, R., Keith, T., Millam, J. 2009. GaussView, Version 5, Semichem Inc., Shawnee Mission KS.
  • [19] Becke, A. D. 1993. Becke’s Three Parameter Hybrid Method Using the LYP Correlation Functional. The Journal of Chemical Physics, 98, 5648-5652.
  • [20] Lee, C., Yang, W., Parr, R. G. 1988. Development of the Colle-Salvetti Correlation-Energy Formula Into A Functional of the Electron Density. Physical Review B, 37, 785-789.
  • [21] Yanai, T., Tew, D. P. Handy, N. C. 2004. A New Hybrid Exchange–Correlation Functional Using the Coulomb-Attenuating Method (CAM-B3LYP). Chemical Physics Letters, 393(1-3), 51-57.
  • [22] London, F. 1937. Théorie Quantique Des Courants Interatomiques Dans Les Combinaisons Aromatiques. Journal de Physique et Le Radium, 8(10), 397-409.
  • [23] Ditchfield, R. 1974. Self-Consistent Perturbation Theory of Diamagnetism. Molecular Physics, 27(4), 789-807.
  • [24] Wolinski, K., Himton, J. F., Pulay, P. 1990. Efficient Implementation of the Gauge-Independent Atomic Orbital Method for NMR Chemical Shift Calculations. Journal of the American Chemical Society, 112(23), 8251-8260.
  • [25] Birney, D., Lim, T. K., Koh, J. H. P., Pool, B. R., White, J. M. 2002. Structural Investigations into the retro-Diels-Alder Reaction. Experimental and Theoretical Studies. Journal of the American Chemical Society, 124(18), 5091-5099.
  • [26] Dvorkin, A. A., Gifeysman, T. Sh., Simonov, Yu. A., Malinovsky, T. I. 1987. Structures of Isomeric N-(5-methyl-2-aminobenzhydrylidene)amino-5-norbornene-2,3-exo-dicarboximide and N-(5-methyl-2-aminobenzhydrylidene)amino-5-norbornene-2,3-endo-dicarboximide. Acta Crystallographica Section C, C43, 2347-2350.
  • [27] Miroslaw, B., Koziol, A. E., Bielenica, A., Dziuba, K., Struga, M. 2014. Substituent Effect on Supramolecular Motifs in Series of Succinimide Polycyclic Keto Derivatives – Spectroscopic, Theoretical and Crystallographic Studies. Journal of Molecular Structure, 1074, 695-702.
  • [28] Li, J., Pan, X. R. 2015. Synthesis and Structural Characterization of N-Phenyl-5-norbornene-2, 3-dicarboximide. Asian Journal of Chemistry, 27(8), 2806-2808.
  • [29] Hu, A.-F., Ji, T., Gao, Y.-X., Xu, P.-X., Zhao, Y.-F. 2008. Benzyl 2,5-dioxopyrrolidin-1-yl Carbonate. Acta Crystallographica Section E, E64, o1326.
  • [30] National Institute of Advanced Industrial Science and Technology (AIST), Spectral Database for Organic Compounds, SDBS. http://sdbs.db.aist.go.jp/sdbs/cgi-bin/cre_index.cgi (Access date: 10.09.2016).
  • [31] Colthup, N. B., Daly, L. H., Wiberley, E. 1964. Introduction to Infrared and Raman Spectroscopy. Academic Press, New York, 547s.
  • [32] Bellamy, L. J. 1975. The Infrared Spectra of Complex Molecules, 3rd ed. Halsted Press, John Wiley & Sons, Inc., New York, 433s.
  • [33] Silverstein, R. M., Webster, F. X., Kiemle, D. J. 2005. Spectroscopic Identification of Organic Compounds, 7th ed. John Willey & Sons, New York, 502s.
  • [34] Dereli, Ö. 2016. Molecular Structure and Spectral (FT-IR, Raman) Investigations of 3-aminocoumarin. Optics and Spectroscopy, 120(5), 690-700.
  • [35] Temel, E., Alaşalvar, C., Gokce, H., Guder, A., Albayrak, C., Alpaslan, Y. B., Alpaslan, G., Dilek, N. 2015. DFT Calculations, Spectroscopy and Antioxidant Activity Studies on (E)-2-nitro-4-[(phenylimino) methyl] phenol. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 136, 534-546.
  • [36] Tamer, Ö., Avcı, D., Atalay, Y. 2015. Geometry Optimization, Spectral Analysis, Molecular Electrostatic Potential Surface, and Non-linear Optical Activity of 4-Methyl Anilinium Phenolsulfonate: a DFT Study. Journal of Applied Spectroscopy, 82(4), 687-699.
  • [37] Wade Jr, L. G. 2006. Organic Chemistry, 6th ed. Pearson Prentice Hall, New Jersey.
  • [38] Anderson, R. J., Bendell, D. J., Groundwater, P. W. 2004. Organic Spectroscopic Analysis The Royal Society of Chemistry. Sunderland UK, 176s.
  • [39] Kalinowski, H. O., Berger, S., Braun, S. 1988. Carbon-13 NMR Spectroscopy. John Wiley & Sons, Chichester, 792s.
  • [40] Pihlaja K., Kleinpeter, E. (Eds.) 1994. Carbon-13 Chemical Shifts in Structural and Sterochemical Analysis. VCH Publishers, Inc., New York, 379s.
  • [41] Fukui, K. 1982. Role of Frontier Orbitals in Chemical Reactions. Science 218(4574), 747-754.
  • [42] Gökce, H. Bahçeli, S. 2011. A Study on Quantum Chemical Calculations of 3-, 4-Nitrobenzaldehyde Oximes. Spectrochimica Acta Part A, 79(5), 1783-1793.
  • [43] Alpaslan, Y. B., Gökce, H., Alpaslan, G., Macit, M. 2015. Spectroscopic characterization and density functional studies of (Z)-1-[(2-methoxy-5-(trifluoromethyl) phenylamino) methylene] naphthalene-2(1H)-one. Journal of Molecular Structure, 1097, 171-180.
  • [44] Nalwa, H. S., Miyata, S. 1997. Non-linear Optics of Organic Molecules and Polymers. CRC Press, Boca Raton, FL, 611s.

Details

Primary Language English
Subjects Engineering
Journal Section Articles
Authors

Nuri ÖZTÜRK>

0000-0001-8742-0160


Yelda Bingöl ALPASLAN>


Gökhan ALPASLAN>


Can ALAŞALVAR>


Halil GÖKCE>

0000-0003-2258-859X

Publication Date February 21, 2018
Published in Issue Year 2018, Volume 22, Issue 1

Cite

Bibtex @research article { sdufenbed425677, journal = {Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi}, eissn = {1308-6529}, address = {}, publisher = {Süleyman Demirel University}, year = {2018}, volume = {22}, number = {1}, pages = {107 - 120}, doi = {10.19113/sdufbed.01322}, title = {Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule}, key = {cite}, author = {Öztürk, Nuri and Alpaslan, Yelda Bingöl and Alpaslan, Gökhan and Alaşalvar, Can and Gökce, Halil} }
APA Öztürk, N. , Alpaslan, Y. B. , Alpaslan, G. , Alaşalvar, C. & Gökce, H. (2018). Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule . Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi , 22 (1) , 107-120 . DOI: 10.19113/sdufbed.01322
MLA Öztürk, N. , Alpaslan, Y. B. , Alpaslan, G. , Alaşalvar, C. , Gökce, H. "Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule" . Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi 22 (2018 ): 107-120 <https://dergipark.org.tr/en/pub/sdufenbed/issue/37055/425677>
Chicago Öztürk, N. , Alpaslan, Y. B. , Alpaslan, G. , Alaşalvar, C. , Gökce, H. "Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule". Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi 22 (2018 ): 107-120
RIS TY - JOUR T1 - Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule AU - NuriÖztürk, Yelda BingölAlpaslan, GökhanAlpaslan, CanAlaşalvar, HalilGökce Y1 - 2018 PY - 2018 N1 - doi: 10.19113/sdufbed.01322 DO - 10.19113/sdufbed.01322 T2 - Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi JF - Journal JO - JOR SP - 107 EP - 120 VL - 22 IS - 1 SN - -1308-6529 M3 - doi: 10.19113/sdufbed.01322 UR - https://doi.org/10.19113/sdufbed.01322 Y2 - 2023 ER -
EndNote %0 Süleyman Demirel University Journal of Natural and Applied Sciences Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule %A Nuri Öztürk , Yelda Bingöl Alpaslan , Gökhan Alpaslan , Can Alaşalvar , Halil Gökce %T Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule %D 2018 %J Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi %P -1308-6529 %V 22 %N 1 %R doi: 10.19113/sdufbed.01322 %U 10.19113/sdufbed.01322
ISNAD Öztürk, Nuri , Alpaslan, Yelda Bingöl , Alpaslan, Gökhan , Alaşalvar, Can , Gökce, Halil . "Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule". Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi 22 / 1 (February 2018): 107-120 . https://doi.org/10.19113/sdufbed.01322
AMA Öztürk N. , Alpaslan Y. B. , Alpaslan G. , Alaşalvar C. , Gökce H. Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule. SDÜ Fen Bil Enst Der. 2018; 22(1): 107-120.
Vancouver Öztürk N. , Alpaslan Y. B. , Alpaslan G. , Alaşalvar C. , Gökce H. Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2018; 22(1): 107-120.
IEEE N. Öztürk , Y. B. Alpaslan , G. Alpaslan , C. Alaşalvar and H. Gökce , "Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule", Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi, vol. 22, no. 1, pp. 107-120, Feb. 2018, doi:10.19113/sdufbed.01322

e-ISSN: 1308-6529