Copyright (c) 2024 Arijit Das, Syed Arshad Hussain, Hritinava Banik, Debasish Maiti, Tamanna Aktar, Sandeep Acharya, Paresh Debnath
This work is licensed under a Creative Commons Attribution 4.0 International License.
Multifunctional Transition Metal Complexes: Design, Synthesis, Luminescent Features, Electrical Behaviour, Nanostructure Morphology and Bioactive Properties with 1,1-Dicyanoethylene-2,2-dithiolate and p-Phenylenediamine Ligands
Corresponding Author(s) : Arijit Das
Asian Journal of Chemistry,
Vol. 36 No. 6 (2024): Vol 36 Issue 6, 2024
Abstract
Four new transition metal complexes (1-4) were successfully synthesized through the reaction of M(NO3)2·nH2O (M = Ni, Co, Cd or Zn; n = 6 for Ni, Co, Zn; n = 4 for Cd) with 1,1-dicyanoethylene-2,2-dithiolate (i-MNT2–) and p-phenylenediamine (PPD) ligands. The syntheszed metal complexes were characterized by CHN-analysis, electronic, FTIR and 1H NMR spectroscopic techniques. The electronic transition investigations reveals six coordinate octahedral geometry for Ni(II), distorted octahedral for Co(II), four coordinate tetrahedral geometry for Cd(II) and Zn(II) complexes. All the four metal complexes displayed a significant red shift in the absorption maximum, suggesting their successful assembly. The luminescence behaviour exhibited the prominent fluorescence within the visible range. The current-voltage characteristics revealed that complexes 2 and 3 exhibited ohmic behaviour, displaying a linear curve. On the other hand, complexes 1 and 4 initially maintained a low conducting state (OFF state) until a specific voltage threshold (VTh), beyond which the current sharply increased, transitioning to a higher current state (ON state). The FESEM images of the metal complexes strongly indicated a nano-scale aggregated structure. In terms of antibacterial activity, complexes 3 and 4 demonstrated promising efficacy against various bacterial strains, with complex 3 being particularly potent. The fungicidal activity of all four metal complexes was remarkable against Magnaporthe grisea, Cochliobolus miyabeanus and Synchitrium endobioticum, however, no fungicidal activity was found against Trichophyton mentagrophytes and Candida albicans.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- M.K. Singh and A.D. Paul, Transition Met. Chem., 30, 655 (2005); https://doi.org/10.1007/s11243-005-4586-1
- M.K. Singh, A. Das and B. Paul, Transition Met. Chem., 32, 732 (2007); https://doi.org/10.1007/s11243-007-0238-y
- D.L. Long, Y. Cui, J.T. Chen, W.-D. Cheng and J.-S. Huang, Polyhedron, 17, 3969 (1998); https://doi.org/10.1016/S0277-5387(98)00195-8
- D.L. Long, J.T. Chen, Y. Cui and J.S. Huang, Chem. Lett., 27, 171 (1998); https://doi.org/10.1246/cl.1998.171
- X.K. Gao, J.M. Dou, D.C. Li, F.-Y. Dong and D.-Q. Wang, J. Chem. Crystallogr., 35, 107 (2005); https://doi.org/10.1007/s10870-005-2798-z
- L.Q. Kong, J.M. Dou, D.-C. Li and D.-Q. Wang, J. Mol. Struct., 785, 186 (2006); https://doi.org/10.1016/j.molstruc.2005.10.034
- L. Kong, J. Xu, S. Li, D. Li and J. Dou, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 46, 617 (2016); https://doi.org/10.1080/15533174.2014.988803
- A.-Q. Zhou and C.-L. Ni, Acta Crystallogr. E Struct. Rep. Online, 63, m3084 (2007); https://doi.org/10.1107/S160053680705814X
- Y. Hou, Q. Huang, H. Zuo and C. Ni, Acta Crystallogr. Sect. E Struct. Rep. Online, 63, m2903 (2007); https://doi.org/10.1107/S1600536807053834
- X. Chen, D.H. Huang, C.Y. Huang, J.R. Zhou, H.R. Zuo, Q. Huang, Y. Hou, L.L. Yu, L.M. Yang, X.-P. Liu, C.-L. Ni and Q.-J. Meng, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 39, 179 (2009); https://doi.org/10.1080/15533170902857999
- S. Perruchas and K. Boubekeur, Dalton Trans., 16, 2394 (2004); https://doi.org/10.1039/B408458F
- P.K. Liao, K.G. Liu, C.S. Fang, C.W. Liu, J.P. Fackler Jr. and Y.-Y. Wu, Inorg. Chem., 50, 8410 (2011); https://doi.org/10.1021/ic2009896
- N. Kobayashi, T. Naito and T. Inabe, Mol. Cryst. Liq. Cryst., 376, 233 (2010); https://doi.org/10.1080/10587250210784
- M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, F. Laskar, S. Acharya, D. Chakraborty, S. Biswas, A. Das, S. Roy and A. Frontera, J. Mol. Struct., 1164, 334 (2018); https://doi.org/10.1016/j.molstruc.2018.03.073
- S.S. Attar, L. Marchiò, L. Pilia, M.F. Casula, D. Espa, A. Serpe, M. Pizzotti, D. Marinotto and P. Deplano, New J. Chem., 43, 12570 (2019); https://doi.org/10.1039/C9NJ02976A
- S. Adhikari, T. Bhattacharjee, A. Das, S. Roy, C.G. Daniliuc, J.K. Zarêba, A. Bauzá and A. Frontera, CrystEngComm, 22, 8023 (2020); https://doi.org/10.1039/D0CE01233E
- A. Mishra, G.K. Mishra, Anamika, N. Singh, R. Kant and K. Kumar, Dalton Trans., 53, 1680 (2024); https://doi.org/10.1039/D3DT03932C
- H. Mehri and Y. Gholiee, Transition Met. Chem., (2024); https://doi.org/10.1007/s11243-024-00579-6
- M. Mitra, O. Mrózek, M. Putscher, J. Guhl, B. Hupp, A. Belyaev, C.M. Marian and A. Steffen, Angew. Chem. Int. Ed., 63, e202316300 (2024); https://doi.org/10.1002/anie.202316300
- R.P. Tang, K.M. Wong, N. Zhu and V.W. Yam, Dalton Trans., 20, 3911 (2009); https://doi.org/10.1039/b821264c
- S. Adhikari, T. Bhattacharjee, S. Bhattacharjee, C.G. Daniliuc, A. Frontera, E.M. Lopato and S. Bernhard, Dalton Trans., 50, 5632 (2021); https://doi.org/10.1039/D1DT00352F
- M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, R.J. Butcher, S. Acharya and A. Das, J. Coord. Chem., 67, 3613 (2014); https://doi.org/10.1080/00958972.2014.972388
- M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, R.J. Butcher, S. Acharya and A. Das, J. Coord. Chem., 68, 1423 (2015); https://doi.org/10.1080/00958972.2015.1013946
- M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, R.J. Butcher, S. Acharya and A. Das, J. Coord. Chem., 69, 168 (2016); https://doi.org/10.1080/00958972.2015.1112004
- M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, F. Laskar, R.J. Butcher, S. Acharya and A. Das, J. Mol. Struct., 1139, 395 (2017); https://doi.org/10.1016/j.molstruc.2017.03.073
- S. Adhikari, T. Bhattacharjee, R.J. Butcher, M. Porchia, M. De Franco, C. Marzano, V. Gandin and F. Tisato, Inorg. Chim. Acta, 498, 119098 (2019); https://doi.org/10.1016/j.ica.2019.119098
- T. Bhattacharjee, S. Adhikari, S. Bhattacharjee, S. Debnath, A. Das, C.G. Daniliuc, K. Thirumoorthy, S. Malayaperumal, A. Banerjee, S. Pathak and A. Frontera, Inorg. Chim. Acta, 543, 121157 (2022); https://doi.org/10.1016/j.ica.2022.121157
- K.A. Jensen, L. Henriksen, O.B. Weeks, U. Schwieter and J. Paasivirta, Acta Chem. Scand., 22, 1107 (1968); https://doi.org/10.3891/acta.chem.scand.22-1107
- P. Debnath, P. Debnath M. Roy L. Sieroñ, W. Maniukiewicz, T. Aktar D. Maiti, A.S. Novikov and T.K. Misra, Crystals, 12, 1582 (2022); https://doi.org/10.3390/cryst12111582
- A. Barry, in eds.: V. Lorian, Antibiotics in Laboratory Medicine, Williams and Wilkins, Baltimore, MD, p. 116 (1991).
- T. Rosu, M. Negoiu, S. Pasculescu, E. Pahontu, D. Poirier and A. Gulea, Eur. J. Med. Chem., 45, 774 (2010); https://doi.org/10.1016/j.ejmech.2009.10.034
- F.A. Cotton, G. Wilkinson, C.A. Murillo and M. Bochmann, Advanced Inorganic Chemistry, John Wiley & Sons, Inc., New York, edn. 6, p. 820 (1999).
- A.B.P. Lever, Inorganic Electronic Spectroscopy, Elsevier Publishing Company: New York, p. 318 (1968).
- A.M. El-Mahalawy, R.A. Almotiri, M.M. Alkhamisi and A.R. Wassel, Surf. Interfaces, 30, 101953 (2022); https://doi.org/10.1016/j.surfin.2022.101953
- P. Debnath, S. Chakraborty, S. Deb, J. Nath, B. Dey, D. Bhattacharjee, H. Soda, M. Tominaga, Y. Suzuki, J. Kawamata and S.A. Hussain, Appl. Clay Sci., 147, 105 (2017); https://doi.org/10.1016/j.clay.2017.07.013
- P. Debnath, S. Chakraborty, S. Deb, J. Nath, D. Bhattacharjee and S.A. Hussain, J. Phys. Chem. C, 119, 9429 (2015); https://doi.org/10.1021/acs.jpcc.5b02111
- J.P. Fackler Jr. and D. Coucouvanis, J. Am. Chem. Soc., 88, 3913 (1966); https://doi.org/10.1021/ja00969a005
- M.A. Bellimam, A. Stambouli, N. El Karni, T. Bouayoun and A. El Bouri, Acta Clin. Belg., 61(sup1), 41 (2006); https://doi.org/10.1179/acb.2006.068
- W. Shen, R. Dittmann, U. Breuer and R. Waser, Appl. Phys. Lett., 93, 222102 (2008); https://doi.org/10.1063/1.3039809
- B. Dey, S. Sarkar, H. Banik and S. Arshad Hussain, Mater. Today Proc., 46, 6290 (2021); https://doi.org/10.1016/j.matpr.2020.05.192
- S. Sarkar, H. Banik, S. Suklabaidya, B. Deb, S. Majumdar, P.K. Paul, D. Bhattacharjee and S.A. Hussain, Langmuir, 37, 4449 (2021); https://doi.org/10.1021/acs.langmuir.0c03629
- H. Banik, S. Sarkar, D. Bhattacharjee and S.A. Hussain, ACS Appl. Electron. Mater., 3, 5248 (2021); https://doi.org/10.1021/acsaelm.1c00750
- F.Y. Rahman, S. Sarkar, H. Banik, M.J. Uddin, D. Bhattacharjee and S.A. Hussain, Mater. Today Proc., 65, 2693 (2022); https://doi.org/10.1016/j.matpr.2022.05.341
- R. Paul, H. Banik, M. Alzaid, D. Bhattacharjee and S.A. Hussain, ACS Omega, 7, 17583 (2022); https://doi.org/10.1021/acsomega.1c07395
- A. Das, S.A. Hussain, H. Banik, D. Maiti, T. Aktar, B. Paul, P. Debnath, L. Sieron, A. Bhattacharya, K.L. Bhowmik, W. Maniukiewicz and P. Debnath, Polyhedron, 18, 116747 (2024); https://doi.org/10.1016/j.poly.2023.116747
- Y. Anjaneyulu and R.P. Rao, Synth. React. Inorg. Met.-Org. Chem., 16, 257 (1986); https://doi.org/10.1080/00945718608057530
- M. Montazerozohori, S. Zahedi, M. Nasr-Esfahani and A. Naghiha, J. Ind. Eng. Chem., 20, 2463 (2014); https://doi.org/10.1016/j.jiec.2013.10.027
- N. Dharmaraj, P. Viswanathamurthi and K. Natarajan, Transition Met. Chem., 26, 105 (2001); https://doi.org/10.1023/A:1007132408648
References
M.K. Singh and A.D. Paul, Transition Met. Chem., 30, 655 (2005); https://doi.org/10.1007/s11243-005-4586-1
M.K. Singh, A. Das and B. Paul, Transition Met. Chem., 32, 732 (2007); https://doi.org/10.1007/s11243-007-0238-y
D.L. Long, Y. Cui, J.T. Chen, W.-D. Cheng and J.-S. Huang, Polyhedron, 17, 3969 (1998); https://doi.org/10.1016/S0277-5387(98)00195-8
D.L. Long, J.T. Chen, Y. Cui and J.S. Huang, Chem. Lett., 27, 171 (1998); https://doi.org/10.1246/cl.1998.171
X.K. Gao, J.M. Dou, D.C. Li, F.-Y. Dong and D.-Q. Wang, J. Chem. Crystallogr., 35, 107 (2005); https://doi.org/10.1007/s10870-005-2798-z
L.Q. Kong, J.M. Dou, D.-C. Li and D.-Q. Wang, J. Mol. Struct., 785, 186 (2006); https://doi.org/10.1016/j.molstruc.2005.10.034
L. Kong, J. Xu, S. Li, D. Li and J. Dou, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 46, 617 (2016); https://doi.org/10.1080/15533174.2014.988803
A.-Q. Zhou and C.-L. Ni, Acta Crystallogr. E Struct. Rep. Online, 63, m3084 (2007); https://doi.org/10.1107/S160053680705814X
Y. Hou, Q. Huang, H. Zuo and C. Ni, Acta Crystallogr. Sect. E Struct. Rep. Online, 63, m2903 (2007); https://doi.org/10.1107/S1600536807053834
X. Chen, D.H. Huang, C.Y. Huang, J.R. Zhou, H.R. Zuo, Q. Huang, Y. Hou, L.L. Yu, L.M. Yang, X.-P. Liu, C.-L. Ni and Q.-J. Meng, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 39, 179 (2009); https://doi.org/10.1080/15533170902857999
S. Perruchas and K. Boubekeur, Dalton Trans., 16, 2394 (2004); https://doi.org/10.1039/B408458F
P.K. Liao, K.G. Liu, C.S. Fang, C.W. Liu, J.P. Fackler Jr. and Y.-Y. Wu, Inorg. Chem., 50, 8410 (2011); https://doi.org/10.1021/ic2009896
N. Kobayashi, T. Naito and T. Inabe, Mol. Cryst. Liq. Cryst., 376, 233 (2010); https://doi.org/10.1080/10587250210784
M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, F. Laskar, S. Acharya, D. Chakraborty, S. Biswas, A. Das, S. Roy and A. Frontera, J. Mol. Struct., 1164, 334 (2018); https://doi.org/10.1016/j.molstruc.2018.03.073
S.S. Attar, L. Marchiò, L. Pilia, M.F. Casula, D. Espa, A. Serpe, M. Pizzotti, D. Marinotto and P. Deplano, New J. Chem., 43, 12570 (2019); https://doi.org/10.1039/C9NJ02976A
S. Adhikari, T. Bhattacharjee, A. Das, S. Roy, C.G. Daniliuc, J.K. Zarêba, A. Bauzá and A. Frontera, CrystEngComm, 22, 8023 (2020); https://doi.org/10.1039/D0CE01233E
A. Mishra, G.K. Mishra, Anamika, N. Singh, R. Kant and K. Kumar, Dalton Trans., 53, 1680 (2024); https://doi.org/10.1039/D3DT03932C
H. Mehri and Y. Gholiee, Transition Met. Chem., (2024); https://doi.org/10.1007/s11243-024-00579-6
M. Mitra, O. Mrózek, M. Putscher, J. Guhl, B. Hupp, A. Belyaev, C.M. Marian and A. Steffen, Angew. Chem. Int. Ed., 63, e202316300 (2024); https://doi.org/10.1002/anie.202316300
R.P. Tang, K.M. Wong, N. Zhu and V.W. Yam, Dalton Trans., 20, 3911 (2009); https://doi.org/10.1039/b821264c
S. Adhikari, T. Bhattacharjee, S. Bhattacharjee, C.G. Daniliuc, A. Frontera, E.M. Lopato and S. Bernhard, Dalton Trans., 50, 5632 (2021); https://doi.org/10.1039/D1DT00352F
M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, R.J. Butcher, S. Acharya and A. Das, J. Coord. Chem., 67, 3613 (2014); https://doi.org/10.1080/00958972.2014.972388
M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, R.J. Butcher, S. Acharya and A. Das, J. Coord. Chem., 68, 1423 (2015); https://doi.org/10.1080/00958972.2015.1013946
M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, R.J. Butcher, S. Acharya and A. Das, J. Coord. Chem., 69, 168 (2016); https://doi.org/10.1080/00958972.2015.1112004
M.K. Singh, S. Sutradhar, B. Paul, S. Adhikari, F. Laskar, R.J. Butcher, S. Acharya and A. Das, J. Mol. Struct., 1139, 395 (2017); https://doi.org/10.1016/j.molstruc.2017.03.073
S. Adhikari, T. Bhattacharjee, R.J. Butcher, M. Porchia, M. De Franco, C. Marzano, V. Gandin and F. Tisato, Inorg. Chim. Acta, 498, 119098 (2019); https://doi.org/10.1016/j.ica.2019.119098
T. Bhattacharjee, S. Adhikari, S. Bhattacharjee, S. Debnath, A. Das, C.G. Daniliuc, K. Thirumoorthy, S. Malayaperumal, A. Banerjee, S. Pathak and A. Frontera, Inorg. Chim. Acta, 543, 121157 (2022); https://doi.org/10.1016/j.ica.2022.121157
K.A. Jensen, L. Henriksen, O.B. Weeks, U. Schwieter and J. Paasivirta, Acta Chem. Scand., 22, 1107 (1968); https://doi.org/10.3891/acta.chem.scand.22-1107
P. Debnath, P. Debnath M. Roy L. Sieroñ, W. Maniukiewicz, T. Aktar D. Maiti, A.S. Novikov and T.K. Misra, Crystals, 12, 1582 (2022); https://doi.org/10.3390/cryst12111582
A. Barry, in eds.: V. Lorian, Antibiotics in Laboratory Medicine, Williams and Wilkins, Baltimore, MD, p. 116 (1991).
T. Rosu, M. Negoiu, S. Pasculescu, E. Pahontu, D. Poirier and A. Gulea, Eur. J. Med. Chem., 45, 774 (2010); https://doi.org/10.1016/j.ejmech.2009.10.034
F.A. Cotton, G. Wilkinson, C.A. Murillo and M. Bochmann, Advanced Inorganic Chemistry, John Wiley & Sons, Inc., New York, edn. 6, p. 820 (1999).
A.B.P. Lever, Inorganic Electronic Spectroscopy, Elsevier Publishing Company: New York, p. 318 (1968).
A.M. El-Mahalawy, R.A. Almotiri, M.M. Alkhamisi and A.R. Wassel, Surf. Interfaces, 30, 101953 (2022); https://doi.org/10.1016/j.surfin.2022.101953
P. Debnath, S. Chakraborty, S. Deb, J. Nath, B. Dey, D. Bhattacharjee, H. Soda, M. Tominaga, Y. Suzuki, J. Kawamata and S.A. Hussain, Appl. Clay Sci., 147, 105 (2017); https://doi.org/10.1016/j.clay.2017.07.013
P. Debnath, S. Chakraborty, S. Deb, J. Nath, D. Bhattacharjee and S.A. Hussain, J. Phys. Chem. C, 119, 9429 (2015); https://doi.org/10.1021/acs.jpcc.5b02111
J.P. Fackler Jr. and D. Coucouvanis, J. Am. Chem. Soc., 88, 3913 (1966); https://doi.org/10.1021/ja00969a005
M.A. Bellimam, A. Stambouli, N. El Karni, T. Bouayoun and A. El Bouri, Acta Clin. Belg., 61(sup1), 41 (2006); https://doi.org/10.1179/acb.2006.068
W. Shen, R. Dittmann, U. Breuer and R. Waser, Appl. Phys. Lett., 93, 222102 (2008); https://doi.org/10.1063/1.3039809
B. Dey, S. Sarkar, H. Banik and S. Arshad Hussain, Mater. Today Proc., 46, 6290 (2021); https://doi.org/10.1016/j.matpr.2020.05.192
S. Sarkar, H. Banik, S. Suklabaidya, B. Deb, S. Majumdar, P.K. Paul, D. Bhattacharjee and S.A. Hussain, Langmuir, 37, 4449 (2021); https://doi.org/10.1021/acs.langmuir.0c03629
H. Banik, S. Sarkar, D. Bhattacharjee and S.A. Hussain, ACS Appl. Electron. Mater., 3, 5248 (2021); https://doi.org/10.1021/acsaelm.1c00750
F.Y. Rahman, S. Sarkar, H. Banik, M.J. Uddin, D. Bhattacharjee and S.A. Hussain, Mater. Today Proc., 65, 2693 (2022); https://doi.org/10.1016/j.matpr.2022.05.341
R. Paul, H. Banik, M. Alzaid, D. Bhattacharjee and S.A. Hussain, ACS Omega, 7, 17583 (2022); https://doi.org/10.1021/acsomega.1c07395
A. Das, S.A. Hussain, H. Banik, D. Maiti, T. Aktar, B. Paul, P. Debnath, L. Sieron, A. Bhattacharya, K.L. Bhowmik, W. Maniukiewicz and P. Debnath, Polyhedron, 18, 116747 (2024); https://doi.org/10.1016/j.poly.2023.116747
Y. Anjaneyulu and R.P. Rao, Synth. React. Inorg. Met.-Org. Chem., 16, 257 (1986); https://doi.org/10.1080/00945718608057530
M. Montazerozohori, S. Zahedi, M. Nasr-Esfahani and A. Naghiha, J. Ind. Eng. Chem., 20, 2463 (2014); https://doi.org/10.1016/j.jiec.2013.10.027
N. Dharmaraj, P. Viswanathamurthi and K. Natarajan, Transition Met. Chem., 26, 105 (2001); https://doi.org/10.1023/A:1007132408648