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Benzoat esteri içeren kumarin yapılı bileşiğin deneysel ve kuantum kimyasal hesaplamarı

Year 2020, , 1587 - 1595, 25.12.2020
https://doi.org/10.17798/bitlisfen.820586

Abstract

Çalışmanın amacı 4-Kumarinil-4-florobenzoatı sentezleyerek deneysel ve teorik özelliklerini tespit etmekti. 4-Kumarinil-4-florobenzoat, aroil bileşiklerinin nükleofilik katılma-ayırma reaksiyonu kullanılarak sentezlendi. Bu bağlamda 4-kumarinil 4-florobenzoat bileşiği, kuantum kimyasal hesaplamalar ve spektral teknikler kullanılarak hem deneysel hem de teorik olarak karakterize edilmiştir. Bileşiğin temel halde 1H ve 13C’ün nükleer manyetik rezonansları ve infrared spektroskopik değerleri hem deneysel olarak hem de teorik olarak hesaplandı ( teorik hesaplamalar yapılırken yoğunluk fonksiyonel teorisi metodu kullanıldı). Hesaplanan infrared ve nükleer manyetik rezonan değerlerinin deneysel değerler ile uyumlu olduğu görüldü. Bileşiğin moleküler geometrisi, geometrik yapısı ve geometrik parametreler gibi kuantum kimyasal hesaplamarı 6-311G(d,p) temel seti ile hesaplandı. HOMO-LUMO arasındaki enerji farkı, kimyasal sertlik ve kimyasal yumuşaklık gibi elektronik özelliklerin kuantum kimyasal hesaplamarı yapıldı. 4-Kumarinil-4-florobenzoat‘ın moleküler elektrostatik potansiyel (MEP) yüzeyi elde edildi.

References

  • Bouasla S., Amaro-Gahete J., Esquivel D., López M. I., Jiménez-Sanchidrián C., Teguiche M., Romero-Salguero F. 2017. Coumarin derivatives solvent-free synthesis under microwave irradiation over heterogeneous solid catalysts. Molecules, 22 (12): 2072-2
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  • Abdel M.S.A., Hamed E., Saif M., Hafez S. 2018. Binding, and thermodynamics of β-cyclodextrin inclusion complexes with some coumarin laser dyes and coumarin-based enzyme substrates: a simulation study. Journal of Inclusion Phenomena and Macrocyclic Chemistry 92 (3): 319-327.
  • Yu T., Zhu Z., Bao Y., Zhao Y., Liu X., Zhang, H. 2017. Investigation of novel carbazole-functionalized coumarin derivatives as organic luminescent materials. Dyes and Pigments, 147 (1): 260-269.
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  • Du XH, Hansell C, Doyle E.P, Caffrey C.R, Holler T.P, McKerrow J.H, Cohen F.E.2002. Synthesis and Biochemical Evaluation of Thiochromanone Thiosemicarbazone Analogues as Inhibitors of Cathepsin L. J. Med Chem, 45 (13): 2695-2707.
  • El Oudiani A., Msahli S., Sakli F. (2017). In-depth study of agave fiber structure using Fourier transform infrared spectroscopy. Carbohydrate polymers, 5 (164): 242-248.
  • Edington A., Sean C., Jennifer C., Carlos R. 2016. An Empirical IR Frequency Map for Ester C= O Stretching Vibrations. The Journal of Physical Chemistry A 120 (22) : 3888-3896.
  • Balcı M. 2008. Organik Kimya Reaksiyon Mekanizmaları. Türkiye Bilimler Akademisi Ders Kitapları, Ankara, 1-125.
  • Hussain J., Angira D., Hans T., Dubey P., Kirubakaran S., Thiruvenkatam V. 2020. Synthesis and characterization of a new class of phenothiazine molecules with 10H-substituted morpholine & piperidine derivatives: a structural insight. Journal of Molecular Structure, 1219 (5):128546-12858
  • O’Boyle N.M., Tenderholt A.L., Langner K.M. 2008. A library for package‐independent computational chemistry algorithms. Journal of computational chemistry 29 (5): 839-845.
  • Franco P., José L., Gázquez. 2019. Electronegativities of Pauling and Mulliken in Density Functional Theory. The Journal of Physical Chemistry, 123 (46): 10065-10071.
  • Harrison J. A., Schall J. D., Maskey S., Mikulski P. T., Knippenberg M. T., Morrow, B. H. 2018. Review of force fields and intermolecular potentials used in atomistic computational materials research. Applied Physics Reviews, 5 (3): 31104-31114
  • Fedorov D.A., Seritan S., Fales B.S., Martínez, T.J., Levine B. G. 2020. PySpawn: Software for Nonadiabatic Quantum Molecular Dynamics. Journal of Chemical Theory and Computation. 16 (9): 5485–5498.
Year 2020, , 1587 - 1595, 25.12.2020
https://doi.org/10.17798/bitlisfen.820586

Abstract

References

  • Bouasla S., Amaro-Gahete J., Esquivel D., López M. I., Jiménez-Sanchidrián C., Teguiche M., Romero-Salguero F. 2017. Coumarin derivatives solvent-free synthesis under microwave irradiation over heterogeneous solid catalysts. Molecules, 22 (12): 2072-2
  • Kolancılar H. 2019. DFT Yöntemi Kullanılarak 1, 3-Bis-{(2-Aminobenzoil) Amino} Propanın Teorik Hesaplamaları Ve Bu Değerlerin Literatürdeki Deneysel Değerler İle Karşılaştırılması. Düzce Üniversitesi Bilim ve Teknoloji Dergisi, 7(3): 1319-1334.
  • Abdel M.S.A., Hamed E., Saif M., Hafez S. 2018. Binding, and thermodynamics of β-cyclodextrin inclusion complexes with some coumarin laser dyes and coumarin-based enzyme substrates: a simulation study. Journal of Inclusion Phenomena and Macrocyclic Chemistry 92 (3): 319-327.
  • Yu T., Zhu Z., Bao Y., Zhao Y., Liu X., Zhang, H. 2017. Investigation of novel carbazole-functionalized coumarin derivatives as organic luminescent materials. Dyes and Pigments, 147 (1): 260-269.
  • Babinski D., Soltani O., Frantz D. E. 2008. Stereoselective synthesis of acetoacetate-derived enol triflates. Organic Letters, 10 (13): 2901-2904.
  • Frisch M. J. E. A., Trucks G. W., Schlegel H. B., Scuseria G. E., Robb M. A., Cheeseman J. R., Nakatsuji H. 2009. gaussian 09, Revision d. 01, Gaussian. Inc., Wallingford CT, 201.
  • Becke A.D. 1993. Density-Functional Exchange-Energy Approximation With Correctasymptotic Behavior, Phys Rev A Gen Phys. 98: 3098-3100.
  • Becke A.D. 1993. A new Mixing of Hartree-Fock and Local Density-Functional Theories. Chem. Phys., 98: 372-1377.
  • Govindarajan S., Nagabalasubramanian P.B. 2015. Molecular structure and spectroscopic properties of 4-methoxybenzaldehyde based on density functional theory calculations. J. Adv. Sci. Eng. 2 (2):75-86
  • Du XH, Hansell C, Doyle E.P, Caffrey C.R, Holler T.P, McKerrow J.H, Cohen F.E.2002. Synthesis and Biochemical Evaluation of Thiochromanone Thiosemicarbazone Analogues as Inhibitors of Cathepsin L. J. Med Chem, 45 (13): 2695-2707.
  • El Oudiani A., Msahli S., Sakli F. (2017). In-depth study of agave fiber structure using Fourier transform infrared spectroscopy. Carbohydrate polymers, 5 (164): 242-248.
  • Edington A., Sean C., Jennifer C., Carlos R. 2016. An Empirical IR Frequency Map for Ester C= O Stretching Vibrations. The Journal of Physical Chemistry A 120 (22) : 3888-3896.
  • Balcı M. 2008. Organik Kimya Reaksiyon Mekanizmaları. Türkiye Bilimler Akademisi Ders Kitapları, Ankara, 1-125.
  • Hussain J., Angira D., Hans T., Dubey P., Kirubakaran S., Thiruvenkatam V. 2020. Synthesis and characterization of a new class of phenothiazine molecules with 10H-substituted morpholine & piperidine derivatives: a structural insight. Journal of Molecular Structure, 1219 (5):128546-12858
  • O’Boyle N.M., Tenderholt A.L., Langner K.M. 2008. A library for package‐independent computational chemistry algorithms. Journal of computational chemistry 29 (5): 839-845.
  • Franco P., José L., Gázquez. 2019. Electronegativities of Pauling and Mulliken in Density Functional Theory. The Journal of Physical Chemistry, 123 (46): 10065-10071.
  • Harrison J. A., Schall J. D., Maskey S., Mikulski P. T., Knippenberg M. T., Morrow, B. H. 2018. Review of force fields and intermolecular potentials used in atomistic computational materials research. Applied Physics Reviews, 5 (3): 31104-31114
  • Fedorov D.A., Seritan S., Fales B.S., Martínez, T.J., Levine B. G. 2020. PySpawn: Software for Nonadiabatic Quantum Molecular Dynamics. Journal of Chemical Theory and Computation. 16 (9): 5485–5498.
There are 18 citations in total.

Details

Primary Language Turkish
Journal Section Araştırma Makalesi
Authors

Kamuran Saraç 0000-0001-6684-8969

Serap Çetinkaya 0000-0001-7372-1704

Publication Date December 25, 2020
Submission Date November 3, 2020
Acceptance Date November 27, 2020
Published in Issue Year 2020

Cite

IEEE K. Saraç and S. Çetinkaya, “Benzoat esteri içeren kumarin yapılı bileşiğin deneysel ve kuantum kimyasal hesaplamarı”, Bitlis Eren Üniversitesi Fen Bilimleri Dergisi, vol. 9, no. 4, pp. 1587–1595, 2020, doi: 10.17798/bitlisfen.820586.



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