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Investigation of Structural, Electronic and Spectroscopic Properties of Novel 5-(Diethylamino)-2-[((2-mercapto-1H-benzo[d]imidazol-5-yl)imino)methyl]phenol

Yıl 2019, Cilt: 12 Sayı: 2, 990 - 1007, 31.08.2019
https://doi.org/10.18185/erzifbed.532520

Öz

In this article, the structural parameters(dihedral angles, bond lengths
and bond angles), HOMO (the highest occupied molecular orbital) and LUMO (the
lowest unoccupied molecular orbital) energies, vibrational frequencies,
thermodynamic and electronic properties (thermal capacity, rotation constants,
entropy, total energy, electronegativity, electron affinity, chemical softness
and hardness), Mulliken atomic charges and 13C-1H NMR
chemical shift values of novel 5-(diethylamino)-2-[((2-mercapto-1H-benzo[d]imidazol-5-yl)imino)methyl]phenol have been calculated by using
Gaussian09W program. The spectroscopic and geometric parameters of the molecule
in the ground state have been performed by using density functional method
(B3LYP/B3PW91) and Hartree-Fock (HF) with the 6-311++G(d) basis set. However,
theoretical vibration frequencies are compared with experimental results
obtained vibrational frequencies
.

Kaynakça

  • Al Zoubi, W., Al Mohanna, N. 2014. “Membrane sensors based on Schiff bases aschelating ionophores −A review”, Spectrochimica Acta Part A, 132, 854–870.
  • Banerjee, S., Chakravarty, A.R. 2015. “Metal complexes of curcumin for cellular imaging, targeting, and photoinduced anticancer activity”, Accounts of Chemical Research, 48(7), (2015), 2075–2083.
  • Becke, A.D. 1988. “Density-functional exchange-energy approximation with correctasymptotic behavior”, Physical review A: General physics, 38(6), 3098-3100.
  • Becke, A.D. 1993. “Density‐functional thermochemistry. III. The role of exact Exchange”. The Journal of Chemical Physics, 98, 372-377.
  • Bing, Q., Wang, L., Li, D., Wang, G. 2018. “A new high selective and sensitive turn-on fluorescent and ratiometric absorption chemosensor for Cu2+ based on benzimidazole in aqueous solution and its application in live cell”, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 202, 305–313.
  • Cheeseman, J.R., Trucks, G.W., Keith T.A., and Frisch, M.J. 1996. “A Comparison of Models for Calculating Nuclear Magnetic Resonance Shielding Tensors,” The Journal of Chemical Physics, 104, 5497-509.
  • Cheng, J.H., Gou, F., Zhang, X.H., Shen, G.Y., Zhou, X.G., Xiang, H.F. 2016. “A class of multi responsive colorimetric and fluorescent pH probes via three different reaction mechanisms of salen complexes: a selective and accurate pH measurement”, Inorganic Chemistry, 55, 9221–9229.
  • Dennington, R., Keith, T., Millam, J. 2009. GaussView, Version 5, Semichem Inc., Shawnee Mission KS.
  • Dubey, R., Yerrasani, R., Karunakar M., Singh, A. K., Gupta R., Ganesan, V., Rao, T.R. 2017. “Benzimidazole based mesogenic Schiff-bases: Synthesis and characterization” Journal of Molecular Liquids, 240, 106–114.
  • Fleming, I. (1991). “Frontier Orbitals and Organic Chemical Reactions”, 249.
  • Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria,.G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, et al. (2011). “Computer Theorical Chemstry” Wallingford CT, 93-101.
  • Ghosh, P., Chowdhury, A.R., Saha, S.K., Ghosh, M., Pal, M., Murmu, N.C., Banerjee, P. 2015. “Synthesis and characterization of redox non-innocent cobalt (III) complexes of a O,N,O donor ligand: Radical generation, semi-conductivity, antibacterial and anticancer activities”, Inorganica Chimica Acta, 1 (429), 99–108.
  • Goh, H., Ko, Y.G., Nam, T.K., Singh, A., Singh, N., Jang, D.O. 2016. “A benzimidazole-based fluorescent chemosensor for Cu2+ recognition and its complex for sensing H2PO4- by a Cu2+ displacement approach in aqueous media”, Tetrahedron Letters, 57, 4435–4439.
  • Gökçe H., Öztürk, N., Kazıcı, M., Yörür Göreci Ç., Güneş, S. 2017. “Structural, spectroscopic, electronic, nonlinear optical and thermodynamic properties of a synthesized Schiff base compound: A combined experimental and theoretical approach”, Journal of Molecular Structure,1136, 288-302.
  • Guo, P., Liu, L.J., Shi Q., Yin C.Y., Shi X.F. 2017. “A rhodamine 6G derived Schiff base asa fluorescent and colorimetric probe for pH detection and its crystal structure”, Journal of Molecular Structure, 1130, 150–155.
  • Halder, S., Bhattacharjee, A., Roy, A., Chatterjee, S., Roy, P. 2016. “Chromogenic and fluorescence sensing of pH with a Schiff-base molecule”, RSC Advances, 6, 39118–39124.
  • Horaka, E., Kassala, P., Hranjecb, M., Steinberga, I. M. 2018. “Benzimidazole functionalised Schiff bases: Novel pH sensitive fluorescence turn-on chromoionophores for ion-selective optodes”, Sensors and Actuators B, 258, 415–423.
  • Jamróz, M.H., 2004. “Vibrational energy distribution analysis: VEDA4 program”, Warsaw.
  • Keith, T.A. and Bader, R.F.W. 1992. “Calculation of magnetic response properties using atoms in molecules,” Chemical Physics Letters, 194, 1-8.
  • Keith T.A. and Bader R.F.W. 1993. “Calculation of magnetic response properties using a continuous set of gauge transformations”, Chemical Physics Letters, 210, 223-31.
  • King, A.P., Gellineau, H.A., Ahn, J.E., MacMillan, S.N., Wilson, J.J. 2017. “Bis (thiosemicarbazone) complexes of cobalt (III) synthesis, characterization, and anticancer potential”, Inorganic Chemistry, 56 (11), 6609–6623.
  • 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, 37, 785-789.
  • Li, J., Hu, Q., Yu, X., Zeng, Y., Cao, C., Liu, X., Guo, J., Pan, Z. 2011. “A novel rhodaminebenzimidazole conjugate as a highly selective turn-on fluorescent probe for Fe3+”, Journal of Fluorescence, 21 2005-2013.
  • Liang, M., Chen, J. 2013. “Arylamine organic dyes for dye-sensitized solar cells”, Chemical Society Reviews, 42, 3453-3488.
  • Mulliken, R.S. 1955. “Electronic Population Analysis on LCAO–MO Molecular Wave Functions”, The Journal of Chemical Physics, 23, 1833–1840.
  • Mohapatra, R.K., Sarangi A.K., Azam M., El-ajaily, M.M., Kudrat-E-Zahan M., Patjoshi, S.B., Dash D.C. 2019. “Synthesis, structural investigations, DFT, molecular docking and antifungal studies of transition metal complexes with benzothiazole based Schiff base ligands”, Journal of Molecular Structure, 1179, 65-75.
  • Peng, X.M., Cai, G.X., Zhou, C.H. 2013. “Recent developments in azole compounds as antibacterial and antifungal agents”, Current Topics in Medicinal Chemistry, 13, 1963–2010.
  • Perdew, J. P. 1986a. “Density-functional approximation for the correlation energy of the inhomogeneous electron gas” Physical Review B, 33, 8822. (b) Perdew, J. P. 1986b Physical Review B, 34, 7406.
  • Perdew, J. P. and Wang, Y. 1992. “Accurate and simple analytic representation of the electron-gas correlation energy”, Physical Review B, 45, 13244.
  • Prasad, P., Khan, I., Kondaiah, P., Chakravarty, A.R. 2013. “Mitochondria-targeting oxidovanadium (IV) complex as a near-IR light photocytotoxic agent”, Chemistry: A European Journal, 19, 17445–17455.
  • Qin, W.L., Long, S., Panunzio, M., Biondi, S. 2013.“Schiff bases: a short survey on anevergreen chemistry tool”, Molecules, 18,12264–12289.
  • Rajarajeswari, C., Loganathan, R., Palaniandavar, M., Suresh, E., Riyasdeend, A., Akbarsha, M.A. 2013. “Copper(II) complexes with 2NO and 3N donor ligands: synthesis, structures and chemical nuclease and anticancer activities”, Dalton Transactions, 42, 8347–8363.
  • Ramezani, S., Pordel, M., Davoodnia, A. 2019. “Synthesis, characterization and quantum-chemical investigations of new fluorescent heterocyclic Schiff-base ligands and their cobalt(II) complexes”, Inorganica Chimica Acta, 484, 450–456.
  • Sethi, R., Ahuja, M. 2016. “Synthesis, characterization and antibacterial activity of cobalt complex of 2-pyrazoline with pyridinyl moiety”, International Journal of PharmTech Research, 9(1), 35–40.
  • Singh, U., Malla, A.M., Bhat, I.A., Ahmad, A., Bukhari, M.N., Bhat, S., Anayutullah, S., Hashmi, A.A. 2016. “Synthesis, molecular docking and evaluation of antifungal activity of Ni (II), Co (II) and Cu (II) complexes of porphyrin core macromolecular ligand”, Microbial Pathogenesis, 93, 172–179.
  • Sudha, N., Abinaya, B., Arun Kumar R., Mathammal R. 2018. “Synthesis, Structural, Spectral, Optical and Mechanical Study of Benzimidazolium Phthalate crystals for NLO Applications”, Journal of Lasers Optics & Photonics 2018, 5:2, 1-6.
  • Suman, G.R., Bubbly, S.G., Gudennavar, S.B., Muthu, S., Roopashree, B., Gayatri, V., Nanje Gowda, N.M. “Structural investigation, spectroscopic and energy level studies of Schiff base: 2-[(30-N-salicylidenephenyl)benzimidazole] using experimental and DFT methods”, Journal of Molecular Structure, 1139 (2017) 247-254.
  • Song, W.J., Cheng J. P., Jiang, D. H., Guo, L., Cai, M.F., Hu-Bin Yang, H.B., Lin Q. YU. 2014. “Synthesis, interaction with DNA and antiproliferative activities of two novel Cu(II) complexes with Schiff base of benzimidazole” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 121, 70–76.
  • Tajika S., Tahera M.A., Beitollahi H. 2014. “Mangiferin DNA biosensor using double-stranded DNA modified pencil graphite electrode based on guanine and adenine signals”, Journal of Electroanalytical Chemistry, 720-721, 134–138.
  • Tajika, S., Tahera, M.A., Beitollahi, H., Mahani, M.T. 2015. “Electrochemical determination of the anticancer drug taxol at a ds-DNA modified pencil-graphite electrode and its application as a label-free electrochemical biosensor”, Talanta, 134, 60–64.
  • Vlasenko, V.G., Garnovskii, D.A., Aleksandrov, G.G., Makarova, N.I., Levchenkov, S.I., Trigub, A.L., Zubavichus Y.V., Uraev, A.I., Koshchienko Y.V., Burlov, A.S. 2017. “Mixed ligand metal-complexes of tridentate N,N,S pyrazole containing Schiff base and 2-amino-1-ethylbenzimidazole: Synthesis, structure, spectroscopic studies and quantum-chemical calculations”, Polyhedron, 133, 245–256 .
  • Wolinski, K., Hilton, J.F., and Pulay, P. 1990. “Efficient Implementation of the Gauge-Independent Atomic Orbital Method for NMR Chemical Shift Calculations,” Journal of the American Chemical Society, 112, 8251-60.
  • Yerrasani R., Karunakar, M., Dubey, R., Singh A.K., Rao T.R. 2017. “Thermal, optical and Photophysical behaviour of some Mesogenic Benzimidazole-based Schiff-bases” Journal of Molecular Liquids, 248, 214–218.
  • Yan L.Q., Qing T.T., Li R.J., Wang Z.W., Qi Z.J. 2016. “Synthesis and optical properties of aggregation-induced emission (AIE) molecules based on the ESIPT mechanism as pH- and Zn2+-responsive fluorescent sensors”, RSC Advances, 6, 63874–63879.

Yeni 5-(Dietilamino)-2-[((2-merkapto-1H-benzo[d]imidazol-5-il)imino)metil]fenol Bileşiğinin Yapısal, Elektronik ve Spektroskopik Özelliklerinin İncelenmesi

Yıl 2019, Cilt: 12 Sayı: 2, 990 - 1007, 31.08.2019
https://doi.org/10.18185/erzifbed.532520

Öz





Bu makalede, yeni 5-(dietilamino)-2-[((2-merkapto-1H-benzo[d]imidazol-5-il)imino)metil]fenol bileşiğinin yapısal
parametreleri (dihedral açıları, bağ uzunlukları ve bağ açıları), HOMO (en
yüksek dolu moleküler orbital) ve LUMO (en düşük boş moleküler orbital)
enerjileri, titreşim frekansları, termodinamik ve elektronik özellikleri
(termal kapasite, dönme sabitleri, entropi, toplam enerji, elektronegativite,
elektron ilgisi,  kimyasal yumuşaklık
ve sertlik), Mulliken atomik yükleri ve 13C-1H NMR
kimyasal kayma verileri Gaussian09W programı kullanılarak hesaplanmıştır. Molekülün
spektroskopik ve geometrik parametreleri yoğunluk fonksiyoneli metodu
(B3LYP/B3PW91)  ve Hartree-Fock (HF)
metodu kullanılarak 6-311++G(d,p) baz seti ile gaz fazında temel halde
hesaplamalar gerçekleştirilmiştir. Bununla birlikte infrared spektroskopisi
ve 13C-1H NMR kimyasal kayma değerleri deneysel
değerler ile karşılaştırılmıştır.




Kaynakça

  • Al Zoubi, W., Al Mohanna, N. 2014. “Membrane sensors based on Schiff bases aschelating ionophores −A review”, Spectrochimica Acta Part A, 132, 854–870.
  • Banerjee, S., Chakravarty, A.R. 2015. “Metal complexes of curcumin for cellular imaging, targeting, and photoinduced anticancer activity”, Accounts of Chemical Research, 48(7), (2015), 2075–2083.
  • Becke, A.D. 1988. “Density-functional exchange-energy approximation with correctasymptotic behavior”, Physical review A: General physics, 38(6), 3098-3100.
  • Becke, A.D. 1993. “Density‐functional thermochemistry. III. The role of exact Exchange”. The Journal of Chemical Physics, 98, 372-377.
  • Bing, Q., Wang, L., Li, D., Wang, G. 2018. “A new high selective and sensitive turn-on fluorescent and ratiometric absorption chemosensor for Cu2+ based on benzimidazole in aqueous solution and its application in live cell”, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 202, 305–313.
  • Cheeseman, J.R., Trucks, G.W., Keith T.A., and Frisch, M.J. 1996. “A Comparison of Models for Calculating Nuclear Magnetic Resonance Shielding Tensors,” The Journal of Chemical Physics, 104, 5497-509.
  • Cheng, J.H., Gou, F., Zhang, X.H., Shen, G.Y., Zhou, X.G., Xiang, H.F. 2016. “A class of multi responsive colorimetric and fluorescent pH probes via three different reaction mechanisms of salen complexes: a selective and accurate pH measurement”, Inorganic Chemistry, 55, 9221–9229.
  • Dennington, R., Keith, T., Millam, J. 2009. GaussView, Version 5, Semichem Inc., Shawnee Mission KS.
  • Dubey, R., Yerrasani, R., Karunakar M., Singh, A. K., Gupta R., Ganesan, V., Rao, T.R. 2017. “Benzimidazole based mesogenic Schiff-bases: Synthesis and characterization” Journal of Molecular Liquids, 240, 106–114.
  • Fleming, I. (1991). “Frontier Orbitals and Organic Chemical Reactions”, 249.
  • Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria,.G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, et al. (2011). “Computer Theorical Chemstry” Wallingford CT, 93-101.
  • Ghosh, P., Chowdhury, A.R., Saha, S.K., Ghosh, M., Pal, M., Murmu, N.C., Banerjee, P. 2015. “Synthesis and characterization of redox non-innocent cobalt (III) complexes of a O,N,O donor ligand: Radical generation, semi-conductivity, antibacterial and anticancer activities”, Inorganica Chimica Acta, 1 (429), 99–108.
  • Goh, H., Ko, Y.G., Nam, T.K., Singh, A., Singh, N., Jang, D.O. 2016. “A benzimidazole-based fluorescent chemosensor for Cu2+ recognition and its complex for sensing H2PO4- by a Cu2+ displacement approach in aqueous media”, Tetrahedron Letters, 57, 4435–4439.
  • Gökçe H., Öztürk, N., Kazıcı, M., Yörür Göreci Ç., Güneş, S. 2017. “Structural, spectroscopic, electronic, nonlinear optical and thermodynamic properties of a synthesized Schiff base compound: A combined experimental and theoretical approach”, Journal of Molecular Structure,1136, 288-302.
  • Guo, P., Liu, L.J., Shi Q., Yin C.Y., Shi X.F. 2017. “A rhodamine 6G derived Schiff base asa fluorescent and colorimetric probe for pH detection and its crystal structure”, Journal of Molecular Structure, 1130, 150–155.
  • Halder, S., Bhattacharjee, A., Roy, A., Chatterjee, S., Roy, P. 2016. “Chromogenic and fluorescence sensing of pH with a Schiff-base molecule”, RSC Advances, 6, 39118–39124.
  • Horaka, E., Kassala, P., Hranjecb, M., Steinberga, I. M. 2018. “Benzimidazole functionalised Schiff bases: Novel pH sensitive fluorescence turn-on chromoionophores for ion-selective optodes”, Sensors and Actuators B, 258, 415–423.
  • Jamróz, M.H., 2004. “Vibrational energy distribution analysis: VEDA4 program”, Warsaw.
  • Keith, T.A. and Bader, R.F.W. 1992. “Calculation of magnetic response properties using atoms in molecules,” Chemical Physics Letters, 194, 1-8.
  • Keith T.A. and Bader R.F.W. 1993. “Calculation of magnetic response properties using a continuous set of gauge transformations”, Chemical Physics Letters, 210, 223-31.
  • King, A.P., Gellineau, H.A., Ahn, J.E., MacMillan, S.N., Wilson, J.J. 2017. “Bis (thiosemicarbazone) complexes of cobalt (III) synthesis, characterization, and anticancer potential”, Inorganic Chemistry, 56 (11), 6609–6623.
  • 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, 37, 785-789.
  • Li, J., Hu, Q., Yu, X., Zeng, Y., Cao, C., Liu, X., Guo, J., Pan, Z. 2011. “A novel rhodaminebenzimidazole conjugate as a highly selective turn-on fluorescent probe for Fe3+”, Journal of Fluorescence, 21 2005-2013.
  • Liang, M., Chen, J. 2013. “Arylamine organic dyes for dye-sensitized solar cells”, Chemical Society Reviews, 42, 3453-3488.
  • Mulliken, R.S. 1955. “Electronic Population Analysis on LCAO–MO Molecular Wave Functions”, The Journal of Chemical Physics, 23, 1833–1840.
  • Mohapatra, R.K., Sarangi A.K., Azam M., El-ajaily, M.M., Kudrat-E-Zahan M., Patjoshi, S.B., Dash D.C. 2019. “Synthesis, structural investigations, DFT, molecular docking and antifungal studies of transition metal complexes with benzothiazole based Schiff base ligands”, Journal of Molecular Structure, 1179, 65-75.
  • Peng, X.M., Cai, G.X., Zhou, C.H. 2013. “Recent developments in azole compounds as antibacterial and antifungal agents”, Current Topics in Medicinal Chemistry, 13, 1963–2010.
  • Perdew, J. P. 1986a. “Density-functional approximation for the correlation energy of the inhomogeneous electron gas” Physical Review B, 33, 8822. (b) Perdew, J. P. 1986b Physical Review B, 34, 7406.
  • Perdew, J. P. and Wang, Y. 1992. “Accurate and simple analytic representation of the electron-gas correlation energy”, Physical Review B, 45, 13244.
  • Prasad, P., Khan, I., Kondaiah, P., Chakravarty, A.R. 2013. “Mitochondria-targeting oxidovanadium (IV) complex as a near-IR light photocytotoxic agent”, Chemistry: A European Journal, 19, 17445–17455.
  • Qin, W.L., Long, S., Panunzio, M., Biondi, S. 2013.“Schiff bases: a short survey on anevergreen chemistry tool”, Molecules, 18,12264–12289.
  • Rajarajeswari, C., Loganathan, R., Palaniandavar, M., Suresh, E., Riyasdeend, A., Akbarsha, M.A. 2013. “Copper(II) complexes with 2NO and 3N donor ligands: synthesis, structures and chemical nuclease and anticancer activities”, Dalton Transactions, 42, 8347–8363.
  • Ramezani, S., Pordel, M., Davoodnia, A. 2019. “Synthesis, characterization and quantum-chemical investigations of new fluorescent heterocyclic Schiff-base ligands and their cobalt(II) complexes”, Inorganica Chimica Acta, 484, 450–456.
  • Sethi, R., Ahuja, M. 2016. “Synthesis, characterization and antibacterial activity of cobalt complex of 2-pyrazoline with pyridinyl moiety”, International Journal of PharmTech Research, 9(1), 35–40.
  • Singh, U., Malla, A.M., Bhat, I.A., Ahmad, A., Bukhari, M.N., Bhat, S., Anayutullah, S., Hashmi, A.A. 2016. “Synthesis, molecular docking and evaluation of antifungal activity of Ni (II), Co (II) and Cu (II) complexes of porphyrin core macromolecular ligand”, Microbial Pathogenesis, 93, 172–179.
  • Sudha, N., Abinaya, B., Arun Kumar R., Mathammal R. 2018. “Synthesis, Structural, Spectral, Optical and Mechanical Study of Benzimidazolium Phthalate crystals for NLO Applications”, Journal of Lasers Optics & Photonics 2018, 5:2, 1-6.
  • Suman, G.R., Bubbly, S.G., Gudennavar, S.B., Muthu, S., Roopashree, B., Gayatri, V., Nanje Gowda, N.M. “Structural investigation, spectroscopic and energy level studies of Schiff base: 2-[(30-N-salicylidenephenyl)benzimidazole] using experimental and DFT methods”, Journal of Molecular Structure, 1139 (2017) 247-254.
  • Song, W.J., Cheng J. P., Jiang, D. H., Guo, L., Cai, M.F., Hu-Bin Yang, H.B., Lin Q. YU. 2014. “Synthesis, interaction with DNA and antiproliferative activities of two novel Cu(II) complexes with Schiff base of benzimidazole” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 121, 70–76.
  • Tajika S., Tahera M.A., Beitollahi H. 2014. “Mangiferin DNA biosensor using double-stranded DNA modified pencil graphite electrode based on guanine and adenine signals”, Journal of Electroanalytical Chemistry, 720-721, 134–138.
  • Tajika, S., Tahera, M.A., Beitollahi, H., Mahani, M.T. 2015. “Electrochemical determination of the anticancer drug taxol at a ds-DNA modified pencil-graphite electrode and its application as a label-free electrochemical biosensor”, Talanta, 134, 60–64.
  • Vlasenko, V.G., Garnovskii, D.A., Aleksandrov, G.G., Makarova, N.I., Levchenkov, S.I., Trigub, A.L., Zubavichus Y.V., Uraev, A.I., Koshchienko Y.V., Burlov, A.S. 2017. “Mixed ligand metal-complexes of tridentate N,N,S pyrazole containing Schiff base and 2-amino-1-ethylbenzimidazole: Synthesis, structure, spectroscopic studies and quantum-chemical calculations”, Polyhedron, 133, 245–256 .
  • Wolinski, K., Hilton, J.F., and Pulay, P. 1990. “Efficient Implementation of the Gauge-Independent Atomic Orbital Method for NMR Chemical Shift Calculations,” Journal of the American Chemical Society, 112, 8251-60.
  • Yerrasani R., Karunakar, M., Dubey, R., Singh A.K., Rao T.R. 2017. “Thermal, optical and Photophysical behaviour of some Mesogenic Benzimidazole-based Schiff-bases” Journal of Molecular Liquids, 248, 214–218.
  • Yan L.Q., Qing T.T., Li R.J., Wang Z.W., Qi Z.J. 2016. “Synthesis and optical properties of aggregation-induced emission (AIE) molecules based on the ESIPT mechanism as pH- and Zn2+-responsive fluorescent sensors”, RSC Advances, 6, 63874–63879.
Toplam 44 adet kaynakça vardır.

Ayrıntılar

Birincil Dil Türkçe
Konular Mühendislik
Bölüm Makaleler
Yazarlar

Hilal Medetalibeyoğlu 0000-0002-1310-6811

Faruk Kardaş 0000-0002-0900-7503

Murat Beytur 0000-0002-7098-5592

Onur Akyıldırım 0000-0003-1090-695X

Yayımlanma Tarihi 31 Ağustos 2019
Yayımlandığı Sayı Yıl 2019 Cilt: 12 Sayı: 2

Kaynak Göster

APA Medetalibeyoğlu, H., Kardaş, F., Beytur, M., Akyıldırım, O. (2019). Yeni 5-(Dietilamino)-2-[((2-merkapto-1H-benzo[d]imidazol-5-il)imino)metil]fenol Bileşiğinin Yapısal, Elektronik ve Spektroskopik Özelliklerinin İncelenmesi. Erzincan University Journal of Science and Technology, 12(2), 990-1007. https://doi.org/10.18185/erzifbed.532520