Copyright (c) 2021 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Some Organotellurium(IV) Complexes of 1-Methyl-3-(p-tolylimino)indolin-2-one Schiff Base
Corresponding Author(s) : Sapana Garg
Asian Journal of Chemistry,
Vol. 33 No. 6 (2021): Vol 33 Issue 6, 2021
Abstract
Six new hexa-coordinated organotellurium(IV) complexes of type RTeCl3·NMeIPT and R2TeCl2·NMeIPT (R = 4-hydroxyphenyl, 4-methoxyphenyl or 3-methy-4-hydroxyphenyl; NMeIPT(L) = Schiff base (1-methyl-3-(p-tolylimino)indolin-2-one) derived from condensation of 4-methylisatin and p-toluidine) have been synthesized and characterized by different spectral studies like elemental analyses, molar conductance, infrared, mass spectrometry, 1H NMR, 13C NMR and UV-visible spectroscopy. On the basis of spectroscopic data, it is evident that Schiff base behaves as NO donor bidentate ligand via azomethine nitrogen atom and oxygen atom from carbonyl group for all the tellurium(IV) complexes. The results showed that all the organotellurium(IV) complexes possess distorted octahedral geometry. Geometry of the all organotellurium(IV) complexes was optimized and their theoretical quantum mechanical parameters were calculated. This computational study also suggests octahedral geometry for complexes. The antimicrobial activity of NMeIPT and all the organotellurium(IV) complexes were screened against bacteria i.e. Xanthomonas campestris and Bacillus cereus and fungi i.e. Fusarium oxysporum, Candida albicans and Sclerotinia sclerotium.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- B. Iftikhar, K. Javed, M.S.U. Khan, Z. Akhter, B. Mirza and V. Mckee, J. Mol. Struct., 1155, 337 (2018); https://doi.org/10.1016/j.molstruc.2017.11.022
- W.H. Mahmoud, R.G. Deghadi and G.G. Mohamed, Appl. Organomet. Chem., 30, 221 (2016); https://doi.org/10.1002/aoc.3420
- S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, ArzneimittelForschung Drug Res., 50, 55 (2000); https://doi.org/10.1055/s-0031-1300164
- S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, Eur. J. Med. Chem., 35, 249 (2000); https://doi.org/10.1016/S0223-5234(00)00125-2
- S.P. Chavan and R. Sivappa, Tetrahedron Lett., 45, 3941 (2004); https://doi.org/10.1016/j.tetlet.2004.03.089
- K.S. Kumar, S. Ganguly, R. Veerasamy and E. De Clercq, Eur. J. Med. Chem., 45, 5474 (2010); https://doi.org/10.1016/j.ejmech.2010.07.058
- S. Smitha, S.N. Pandeya, J.P. Stables and S. Ganapathy, Sci. Pharm., 76, 621 (2008); https://doi.org/10.3797/scipharm.0806-14
- A. Kajal, S. Bala, S. Kamboj, N. Sharma and V. Saini, J. Catal., 2013, 893512 (2013); https://doi.org/10.1155/2013/893512
- G. Kumar, D. Kumar, C.P. Singh, A. Kumar and V.B. Rana, J. Serb. Chem. Soc., 75, 629 (2010); https://doi.org/10.2298/JSC090704037K
- C.M. Da Silva, D.L. Da Silva, L.V. Modolo, R.B. Alves, M.A. De Resende, C.V.B. Martins and Â. De Fátima, J. Adv. Res., 2, 1 (2011); https://doi.org/10.1016/j.jare.2010.05.004
- S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, Farmaco, 54, 624 (1999); https://doi.org/10.1016/S0014-827X(99)00075-0
- A.A. Bekhit, H.T.Y. Fahmy, S.A.F. Rostom and A.M. Baraka, Eur. J. Med. Chem., 38, 27 (2003); https://doi.org/10.1016/S0223-5234(02)00009-0
- G. Goyat, S. Garg and K.K. Verma, Chem. Sci. Trans., 5, 479 (2016); https://doi.org/10.7598/cst2016.1204
- Deepak, S. Chauhan, K.K. Verma and S. Garg, Chem. Sci. Trans., 6, 448 (2017); https://doi.org/10.7598/cst2017.1394
- G. Goyat, A. Malik, S. Garg and K.K. Verma, J. Chem. Pharm. Res., 8, 218 (2016).
- Deepak, S. Chauhan, K.K. Verma and S. Garg, Chem. Sci. Trans., 6, 339 (2017); https://doi.org/10.7598/cst2017.1391
- S. Chauhan, Deepak, S. Garg and K.K. Verma, Int. J. Chem. Sci., 14, 269 (2016).
- W.M.I. Hassan, E.M. Zayed, A.K. Elkholy G.G. Mohamed and H. Moustafa, Spectrochimica Acta A Mol. Biomol. Spectrosc., 103, 378 (2013); https://doi.org/10.1016/j.saa.2012.10.058
- P. Rathi and D.P. Singh, J. Mol. Struct., 1100, 208 (2015); https://doi.org/10.1016/j.molstruc.2015.07.025
- S. Gautam, S. Chandra, H. Rajor, S. Agrawal and P.K. Tomar, Appl. Organomet. Chem., 32, e3915 (2018); https://doi.org/10.1002/aoc.3915
- A.I. Vogel, Practical Organic Chemistry, Including Qualitative Organic Analysis, Longmans, Green and Co.: London, New York, Toranto, Ed.: 3, vol. 1188, p. 300 (1956).
- A. Weissberger, Technique of Organic Chemistry, Interscience Publishers, Inc.: New York, vol. 7 (1955).
- A. Kriza and C. Parnau, Acta Chim. Slov., 48, 445 (2001).
- G. Goyat, S. Garg and K.K. Verma, Res. J. Pharm. Biol. Chem. Sci., 7, 869 (2016).
- G.T. Morgan and H.D.K. Drew, J. Chem. Soc. Trans., 127, 2307 (1925); https://doi.org/10.1039/CT9252702307
- J. Bergman, Tetrahedron, 28, 3323 (1972); https://doi.org/10.1016/S0040-4020(01)93674-9
- N. Petragnani and H.A. Stefani, Org. Synth., 1, 9 (2007).
- F.J. Berry, E.H. Kustan, M. Roshani and B.C. Smith, J. Organomet. Chem., 99, 115 (1975); https://doi.org/10.1016/S0022-328X(00)86367-6
- B.L. Khandelwal, K. Kumar and K. Reina, Synth. React. Inorg. Met. Chem., 11, 65 (1981); https://doi.org/10.1080/00945718108059276
- B.L. Khandelwal, K. Kumar and F.J. Berry, Inorg. Chim. Acta, 47, 135 (1981); https://doi.org/10.1016/S0020-1693(00)89319-6
- N.N. Greenwood, B.P. Straughan and A.E. Wilson, J. Chem. Soc. A Inorg. Phys. Ther., 4, 2209 (1968); https://doi.org/10.1039/j19680002209
- W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); https://doi.org/10.1016/S0010-8545(00)80009-0
- A. Apelblat, J. Solution Chem., 40, 1234 (2011); https://doi.org/10.1007/s10953-011-9718-y
- A.K. El-Sawaf, F. El-Essawy, A.A. Nassar and E.S.A. El-Samanody, J. Mol. Struct., 1157, 381 (2018); https://doi.org/10.1016/j.molstruc.2017.12.075
- A.A. Abdel Aziz, I.S.A. El-Sayed and M.M.H. Khalil, Appl. Organomet. Chem., 31, e3730 (2017); https://doi.org/10.1002/aoc.3730
- A.M.A. Hassaan and M.A. Khalifa, Monatsh. Chem., 124, 803 (1993); https://doi.org/10.1007/BF00816402
- J.E. Kovacic, Spectrochim. Acta A, 23, 183 (1967); https://doi.org/10.1016/0584-8539(67)80219-8
- Deepak, S. Chauhan, K.K. Verma and S. Garg, Int. J. Chem. Sci., 15, 182 (2017).
- G. Goyat, A. Malik, S. Garg and K.K. Verma, Int. J. Chem. Sci., 14, 1498 (2016).
- M. Verma, S.N. Pandeya, K.N. Singh and J.P. Stables, Acta Pharm., 54, 49 (2004).
- M.C. Rodríguez-Argüelles, S. Mosquera-Vázquez, P. Tourón-Touceda, J. Sanmartín-Matalobos, A.M. García-Deibe, M. Belicchi-Ferrari, G. Pelosi, C. Pelizzi and F. Zani, J. Inorg. Biochem., 101, 138 (2007); https://doi.org/10.1016/j.jinorgbio.2006.09.004
- R.M. Issa, A.M. Khedr and H.F. Rizk, Spectrochim. Acta A Mol. Biomol. Spectrosc., 62, 621 (2005); https://doi.org/10.1016/j.saa.2005.01.026
- V.V. Raju, K.P. Balasubramanian, C. Jayabalakrishnan and V. Chinnusamy, Nat. Sci., 3, 542 (2011).
- V.R. Chandrasekhar, K.M. Palsamy, R. Lokesh, D. Thangadurai T., I. Gandhi N., R. Jegathalaprathaban and R. Gurusamy, Appl. Organomet. Chem., 33, e4753 (2018); https://doi.org/10.1002/aoc.4753
- T. Abbaz, A. Bendjeddou and D. Villemin, Int. J. Adv. Sci. Eng. Technol., 5, 5150 (2018).
- A.Z. El-Sonbati, M.A. Diab, G.G. Mohamed, M.A. Saad, S.M. Morgan and S.E.A. El-Sawy, Appl. Organomet. Chem., 33, 1 (2019); https://doi.org/10.1002/aoc.4973
References
B. Iftikhar, K. Javed, M.S.U. Khan, Z. Akhter, B. Mirza and V. Mckee, J. Mol. Struct., 1155, 337 (2018); https://doi.org/10.1016/j.molstruc.2017.11.022
W.H. Mahmoud, R.G. Deghadi and G.G. Mohamed, Appl. Organomet. Chem., 30, 221 (2016); https://doi.org/10.1002/aoc.3420
S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, ArzneimittelForschung Drug Res., 50, 55 (2000); https://doi.org/10.1055/s-0031-1300164
S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, Eur. J. Med. Chem., 35, 249 (2000); https://doi.org/10.1016/S0223-5234(00)00125-2
S.P. Chavan and R. Sivappa, Tetrahedron Lett., 45, 3941 (2004); https://doi.org/10.1016/j.tetlet.2004.03.089
K.S. Kumar, S. Ganguly, R. Veerasamy and E. De Clercq, Eur. J. Med. Chem., 45, 5474 (2010); https://doi.org/10.1016/j.ejmech.2010.07.058
S. Smitha, S.N. Pandeya, J.P. Stables and S. Ganapathy, Sci. Pharm., 76, 621 (2008); https://doi.org/10.3797/scipharm.0806-14
A. Kajal, S. Bala, S. Kamboj, N. Sharma and V. Saini, J. Catal., 2013, 893512 (2013); https://doi.org/10.1155/2013/893512
G. Kumar, D. Kumar, C.P. Singh, A. Kumar and V.B. Rana, J. Serb. Chem. Soc., 75, 629 (2010); https://doi.org/10.2298/JSC090704037K
C.M. Da Silva, D.L. Da Silva, L.V. Modolo, R.B. Alves, M.A. De Resende, C.V.B. Martins and Â. De Fátima, J. Adv. Res., 2, 1 (2011); https://doi.org/10.1016/j.jare.2010.05.004
S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, Farmaco, 54, 624 (1999); https://doi.org/10.1016/S0014-827X(99)00075-0
A.A. Bekhit, H.T.Y. Fahmy, S.A.F. Rostom and A.M. Baraka, Eur. J. Med. Chem., 38, 27 (2003); https://doi.org/10.1016/S0223-5234(02)00009-0
G. Goyat, S. Garg and K.K. Verma, Chem. Sci. Trans., 5, 479 (2016); https://doi.org/10.7598/cst2016.1204
Deepak, S. Chauhan, K.K. Verma and S. Garg, Chem. Sci. Trans., 6, 448 (2017); https://doi.org/10.7598/cst2017.1394
G. Goyat, A. Malik, S. Garg and K.K. Verma, J. Chem. Pharm. Res., 8, 218 (2016).
Deepak, S. Chauhan, K.K. Verma and S. Garg, Chem. Sci. Trans., 6, 339 (2017); https://doi.org/10.7598/cst2017.1391
S. Chauhan, Deepak, S. Garg and K.K. Verma, Int. J. Chem. Sci., 14, 269 (2016).
W.M.I. Hassan, E.M. Zayed, A.K. Elkholy G.G. Mohamed and H. Moustafa, Spectrochimica Acta A Mol. Biomol. Spectrosc., 103, 378 (2013); https://doi.org/10.1016/j.saa.2012.10.058
P. Rathi and D.P. Singh, J. Mol. Struct., 1100, 208 (2015); https://doi.org/10.1016/j.molstruc.2015.07.025
S. Gautam, S. Chandra, H. Rajor, S. Agrawal and P.K. Tomar, Appl. Organomet. Chem., 32, e3915 (2018); https://doi.org/10.1002/aoc.3915
A.I. Vogel, Practical Organic Chemistry, Including Qualitative Organic Analysis, Longmans, Green and Co.: London, New York, Toranto, Ed.: 3, vol. 1188, p. 300 (1956).
A. Weissberger, Technique of Organic Chemistry, Interscience Publishers, Inc.: New York, vol. 7 (1955).
A. Kriza and C. Parnau, Acta Chim. Slov., 48, 445 (2001).
G. Goyat, S. Garg and K.K. Verma, Res. J. Pharm. Biol. Chem. Sci., 7, 869 (2016).
G.T. Morgan and H.D.K. Drew, J. Chem. Soc. Trans., 127, 2307 (1925); https://doi.org/10.1039/CT9252702307
J. Bergman, Tetrahedron, 28, 3323 (1972); https://doi.org/10.1016/S0040-4020(01)93674-9
N. Petragnani and H.A. Stefani, Org. Synth., 1, 9 (2007).
F.J. Berry, E.H. Kustan, M. Roshani and B.C. Smith, J. Organomet. Chem., 99, 115 (1975); https://doi.org/10.1016/S0022-328X(00)86367-6
B.L. Khandelwal, K. Kumar and K. Reina, Synth. React. Inorg. Met. Chem., 11, 65 (1981); https://doi.org/10.1080/00945718108059276
B.L. Khandelwal, K. Kumar and F.J. Berry, Inorg. Chim. Acta, 47, 135 (1981); https://doi.org/10.1016/S0020-1693(00)89319-6
N.N. Greenwood, B.P. Straughan and A.E. Wilson, J. Chem. Soc. A Inorg. Phys. Ther., 4, 2209 (1968); https://doi.org/10.1039/j19680002209
W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); https://doi.org/10.1016/S0010-8545(00)80009-0
A. Apelblat, J. Solution Chem., 40, 1234 (2011); https://doi.org/10.1007/s10953-011-9718-y
A.K. El-Sawaf, F. El-Essawy, A.A. Nassar and E.S.A. El-Samanody, J. Mol. Struct., 1157, 381 (2018); https://doi.org/10.1016/j.molstruc.2017.12.075
A.A. Abdel Aziz, I.S.A. El-Sayed and M.M.H. Khalil, Appl. Organomet. Chem., 31, e3730 (2017); https://doi.org/10.1002/aoc.3730
A.M.A. Hassaan and M.A. Khalifa, Monatsh. Chem., 124, 803 (1993); https://doi.org/10.1007/BF00816402
J.E. Kovacic, Spectrochim. Acta A, 23, 183 (1967); https://doi.org/10.1016/0584-8539(67)80219-8
Deepak, S. Chauhan, K.K. Verma and S. Garg, Int. J. Chem. Sci., 15, 182 (2017).
G. Goyat, A. Malik, S. Garg and K.K. Verma, Int. J. Chem. Sci., 14, 1498 (2016).
M. Verma, S.N. Pandeya, K.N. Singh and J.P. Stables, Acta Pharm., 54, 49 (2004).
M.C. Rodríguez-Argüelles, S. Mosquera-Vázquez, P. Tourón-Touceda, J. Sanmartín-Matalobos, A.M. García-Deibe, M. Belicchi-Ferrari, G. Pelosi, C. Pelizzi and F. Zani, J. Inorg. Biochem., 101, 138 (2007); https://doi.org/10.1016/j.jinorgbio.2006.09.004
R.M. Issa, A.M. Khedr and H.F. Rizk, Spectrochim. Acta A Mol. Biomol. Spectrosc., 62, 621 (2005); https://doi.org/10.1016/j.saa.2005.01.026
V.V. Raju, K.P. Balasubramanian, C. Jayabalakrishnan and V. Chinnusamy, Nat. Sci., 3, 542 (2011).
V.R. Chandrasekhar, K.M. Palsamy, R. Lokesh, D. Thangadurai T., I. Gandhi N., R. Jegathalaprathaban and R. Gurusamy, Appl. Organomet. Chem., 33, e4753 (2018); https://doi.org/10.1002/aoc.4753
T. Abbaz, A. Bendjeddou and D. Villemin, Int. J. Adv. Sci. Eng. Technol., 5, 5150 (2018).
A.Z. El-Sonbati, M.A. Diab, G.G. Mohamed, M.A. Saad, S.M. Morgan and S.E.A. El-Sawy, Appl. Organomet. Chem., 33, 1 (2019); https://doi.org/10.1002/aoc.4973