5-bromo-1h benzimidazolun ft-raman, ft-ir, nmr ölçümleri ve dft hesaplamalari

Bu makalede 5-bromo-1h benzimidazolun (5Br1HB) spektroskopik özellikleri FT-Raman ve FT-IR spektral teknikleriyle incelendi. Optimize yapının titreşim spektrumlarının, Mulliken ve NMR analizinin tablosunu oluşturmak için Yoğunluk Fonksiyoneli Teorisi (YFT) hesaplamaları B3LYP/6-311+G(d,p) metoduyla hesaplandı. Başlıktaki molekül için elektronik yapı özellikleri (HOMO-LUMO ve moleküler elektrostatik potansiyel yüzey (MEP)) TDDFT/B3LYP/6-311+G(d,p) Bu makalede 5-bromo-1h benzimidazolun (5Br1HB) spektroskopik özellikleri FT-Raman ve FT-IR spektral teknikleriyle incelendi. Optimize yapının titreşim spektrumlarının, Mulliken ve NMR analizinin tablosunu oluşturmak için Yoğunluk Fonksiyoneli Teorisi (YFT) hesaplamaları B3LYP/6-311+G(d,p) metoduyla hesaplandı. Başlıktaki molekül için elektronik yapı özellikleri (HOMO-LUMO ve moleküler elektrostatik potansiyel yüzey (MEP)) TDDFT/B3LYP/6-311+G(d,p) metodu kullanılarak gerçekleştirildi. Deneysel değerlerle teorik değerler çok iyi uyum Bu makalede 5-bromo-1h benzimidazolun (5Br1HB) spektroskopik özellikleri FT-Raman ve FT-IR spektral teknikleriyle incelendi. Optimize yapının titreşim spektrumlarının, Mulliken ve NMR analizinin tablosunu oluşturmak için Yoğunluk Fonksiyoneli Teorisi (YFT) hesaplamaları B3LYP/6-311+G(d,p) metoduyla hesaplandı. Başlıktaki molekül için elektronik yapı özellikleri (HOMO-LUMO ve moleküler elektrostatik potansiyel yüzey (MEP)) TDDFT/B3LYP/6-311+G(d,p) metodu kullanılarak gerçekleştirildi. Deneysel değerlerle teorik değerler çok iyi uyum gösterdi.gösterdi.metodu kullanılarak gerçekleştirildi. Deneysel değerlerle teorik değerler çok iyi uyum gösterdi.

Ft-raman, ft-ir, nmr and dft calculations of 5-bromo-1h benzimidazole

This paper were investigated spectroscopic studies of 5-bromo-1h benzimidazole (5Br1HB) with FT-Raman and FTIR spectral techniques. To produce a tables of vibrational spectra, Mulliken and NMR analysis, density functional theory (DFT) calculations with B3LYP/6-311+G(d,p) level of theory were calculated for optimized structure. Features of the electronic structure (HOMO-LUMO and molecular electrostatic potential surface (MEP)) of 5Br1HB were performed using TD-DFT/B3LYP/6-311+G(d,p) method. The theoretical values with the experimental values showed very good agreement.

PDF

___

Charansingh, G., Ganesh, J., Mohammad, S., Rajesh, K., Anant, G., Deepak, N., Mahendra, S.,” Clubbed [1, 2, 3] triazoles by fluorine benzimidazole: A novel approach to H37Rv inhibitors as a potential treatment for tuberculosis”, Bioorg. Med. Chem. Lett. 2008, 18, 6244.
Orjales, A.; Mosquera, R.; Labeaga, L.; Rodes, R. “New 2-piperazinylbenzimidazole derivatives as 5-HT3 antagonists. Synthesis and pharmacological evaluation”, J. Med. Chem. 1997, 40, 586.
Grimmett, M. R., Katritzky, A. R., Rees, C. W., Scriven, “Comprehensive Heterocyclic Chemistry II”, E. F. V., Eds.; Pergamon Press: Oxford, 1996. Vol. 3, pp. 77–220
(a) J. Mann, A. Baron, Y. Opoku-Boahen, E. Johansson, G. Parkinson, L.R. Kelland, S. Neidle, “A new class of symmetric bisbenzimidazolebased DNA minor groove-binding agents showing antitumor activity”, J. Med. Chem. 44 (2001) 138– 144 (b) N.T. Abdel-Ghani, A.M. Mansour, “Novel palladium (II) and platinum (II) complexes with 1H-benzimidazol-2-ylmethyl-N-(4-bromophenyl)-amine: structural studies and anticancer activity”, Eur. J. Med. Chem. 47 (2012) 399–411.
N.M. Goudgaon, V. Dhondiba, A. Vijayalaxmi, “Synthesis and antimicrobial activity of N-1 substituted benzimidazoles”, Indian J. Heterocycl. Chem. 13 (2004) 271–272
N.T. Abdel-Ghani, A.M. Mansour, “Molecular structures of 2-arylaminomethyl-1Hbenzimidazole: Spectral, electrochemical, DFT and biological studies”, Spectrochim. Acta A 91 (2012) 272–284.
P.N. Preston, “Synthesis, reactions, and spectroscopic properties of benzimidazoles”, Chem. Rev. 74 (1974) 279–314.
S. Mohan, “FTIR and Raman studies on benzimidazole”, Spectrochim. Acta, A 47 (1991) 1111.
T.D. Klots, P. Devlin, W.B. Collier, “Heteroatom derivatives of indene: V. Vibrational spectra of benzimidazole1Contribution number 368 from the Bartlesville Thermodynamics Group. 1”, Spectrochim. Acta, A 53 (1997) 2445.
M.A. Morsy, M.A. Al-Khadi, A. Suwaiyan, “Normal Vibrational Mode Analysis and Assignment of Benzimidazole by ab Initio and Density Functional Calculations and Polarized Infrared and Raman Spectroscopy”, J. Phys. Chem. A 106 (2002) 9196.
S. Yurdakul, C. Yilmaz, “Vibrational spectroscopic investigations of M (benzimidazole) 2 Ni (CN) 4 and Cd (benzimidazole) Cl 2 complexes”, Vibrational Spectrosc. 21 (1999) 127.
http://cccbdb.nist.gov/vsfx.asp.
J. Baker, A.A. Jarzecki, P. Pulay, “Direct scaling of primitive valence force constants: an alternative approach to scaled quantum mechanical force fields”, J. Phys. Chem. A102 (1998) 1412–1424.
P. Pulay, J. Baker, K. Wolinski, 2013 Green AcresRoad, Suite A, Fayettevile, AR72703, USA.
M.E. Casida, J.M. Seminario (Eds.), Recent Developments and Applications of Modern Density Functional Theory, Theoretical and Computational Chemistry, vol. 4, Elsevier, Amsterdam, 1996, p. 391.
E.B. Sas, M. Kurt, M. Karabacak, A. Poiyamozhi, N. Sundaraganesan, “FT-IR, FT-Raman, dispersive Raman, NMR spectroscopic studies and NBO analysis of 2-Bromo-1H-Benzimidazol by density functional method”, Journal of Molecular Structure 1081 (2015) 506–518.
Long-Huai Cheng, Zheng Zheng, Zhi-Li Han, Zhi-Chao Wu, Hong-Ping Zhou, “2-[4-(1H-1,2,4- Triazol-1-yl)phenyl]-1H-benzimidazole”, Acta Cryst. E68 (2012) o2890. ISSN 1600.
V. Arjunan, A. Raj, C.V. Mythili, S. Mohan, “Vibrational, electronic and quantum chemical studies of 5-benzimidazole carboxylic acid”, Journal of Molecular Structure 1036 (2013) 326– 340
T.S. Xavier, N. Rashid, I. H. Joe, “Vibrational spectra and DFT study of anticancer active molecule 2-(4-Bromophenyl)-1H-benzimidazole by normal coordinate analysis”, Spectrochimica Acta Part A 78 (2011) 319–326
N. Puviarasan, V. Arjunan, S. Mohan, “FT-IR and FT-Raman studies on 3-aminophthalhydrazide and N-aminophthalimide”, Turk.J. Chem.,2002, 26, 323.
N. T. A. Ghani, A. M. Mansour, “Molecular structures of 2-arylaminomethyl-1Hbenzimidazole: Spectral, electrochemical, DFT and biological studies”, Spectrochimica Acta Part A, 91 (2012) 272–284
N. T. A. Ghani, A. M. Mansour, “Molecular structure of 2-chloromethyl-1H-benzimidazole hydrochloride: Single crystal, spectral, biological studies, and DFT calculations”, Spectrochimica Acta Part A, 86 (2012) 605–613
G. Varsanyi, Vibrational Spectra of Benzene Derivatives, Academic Press: New York, 1969.
V. Krishnakumar, V. Balachandran, T. Chithambarathanu, “Density functional theory study of the FT-IR spectra of phthalimide and Nbromophthalimide”, Spectrochim. Acta,2005, 62A, 918.
V. Krishnakumar, R. John Xavier, “Normal coordinate analysis of 2-mercapto and 4, 6- dihydroxy-2-mercapto pyrimidines”, Indian J. Pure Appl. Phys.,2003, 41, 597.
V. Krishnakumar, V.N. Prabavathi,“Simulation of IR and Raman spectral based on scaled DFT force fields: A case study of 2-amino 4-hydroxy 6- trifluoromethylpyrimidine, with emphasis on band assignment”, Spectrochim. Acta, 2008, Part A 71, 449.
F. Weinhold, C. R. Landıs, ,“Natural bond orbitals and extensions of localized bonding concepts”, Chemistry Education Research and Practice in Europe, 2001, 2, 2, 91–104
D.N. Sathyanarayana, Vibrational Spectroscopy – Theory and Applications, second ed., New Age International (P) Limited Publishers, New Delhi, 2004.
V. KrishnaKumar, R. John Xavier, “Normal coordinate analysis of 2-mercapto and 4, 6- dihydroxy-2-mercapto pyrimidines”, Ind. J. Pure Appl. Phys. 41 (2003) 95.
G. Varsanyi, Assignments for Vibrational Spectra of Seven Hundred Benzene Derivatives, vol. 1, Adam Hilger, London, 1974.
S. Pinchas, D. Samuel, M. Weiss-Broday, “329. The infrared absorption of 18 O-labelled benzamide”, J. Chem. Soc. 1688. (1961).
L. Kahovec, K.W.F. Kohlreusch, “Studien zum Raman-Effekt”, Monatsh. Chem. 74 (1941) 333.
R. Ditchfield, J. Chem. Phys.,1972, 56 ,5688– 5691.
K. Wolinski, J. F. Hinton, P. Pulay, J. Am. Chem. Soc.,1990, 112, 8251–8260.
H.O. Kalinowski, S. Berger, S. Braun, “Carbon– 13 NMR spectroscopy”, John Wiley and Sons, Chichester, 1988
K. Pihlaja, E. Kleinpeter (Eds.), “Carbon–13 chemical shifts in Structural and Sterochemical Analysis”, VCH Publishers, Deerfield Beach, 1994
I. Fleming, Frontier Orbitals and Organic Chemical Reactions, Wiley, London, 1976.
K. Fukui, “Role of frontier orbitals in chemical reactions”, Science 218, 1982, 747-754.
E. Scrocco, J. Tomasi, “Electronic molecular structure, reactivity and intermolecular forces: aneuristic interpretation by means of electrostatic molecular potentials”, Adv. Quantum Chem. 11 (1978) 115–121.
C. Muñoz-Caro, A. Niño, M.L. Sement, J.M. Leal, S. Ibeas,” Modeling of protonation processes in acetohydroxamic acid”, J. Org. Chem. 65 (2000) 405–410.
P. Politzer, K.C. Daiker, The Force Concept in Chemistry, Van Nostrand Reinhold Co., 1981.
P. Politzer, P.R. Laurence, K. Jayasuriya, in: J. McKinney, Structure Activity Correlation in Mechanism Studies and Predictive Toxicology, Special Issue of Environ. Health Perspect., vol. 61, 1985, p. 191.
P. Politzer, J.S. Murray, in: D.L. Protein, R. Beveridge, R. Lavery (Eds.), Theoretical Biochemistry and Molecular Biophysics: A Comprehensive Survey, vol. 2, Adenine Press, Schenectady, NY, 1991, pp. 165–191.
E. Scrocco, J. Tomasi, Topics in Current Chemistry, vol. 42, Springer Verlag, Berlin, 1973.
P. Politzer, D.G. Truhlar (Eds.), Chemical Applications of Atomic and Molecular Electrostatic Potentials, Plenum Press, NY, 1981.