Copyright (c) 2024 Dr. C.Kavitha Chendurpandi, R. Jeevi Esther Rathnakumari,
This work is licensed under a Creative Commons Attribution 4.0 International License.
Triton X-100 Mediated Electron Transfer Reactions between Iron(III) Polypyridyl Complexes and Phenylsulfinylacetic Acids
Corresponding Author(s) : R. Jeevi Esther Rathnakumari
Asian Journal of Chemistry,
Vol. 36 No. 8 (2024): Vol 36 Issue 8, 2024
Abstract
Oxidative decarboxylation of phenylsulfinylacetic acids (PSAAs) by iron(III) polypyridyl complexes in non-ionic surfactant Triton X-100 medium has been investigated spectrophotometrically. An initial intermediate formation between PSAA and [Fe(NN)3]3+ is confirmed from the observed Michaelis–Menten kinetics and fractional order dependence on PSAA. Applying the Hammett substituent constants to the overall rate constants obtained in TX-100 medium gives non-linear concave upward Hammett plots. A suitable mechanism involving the formation of diphenyl sulphone as product has been proposed. The observed increase in rate with increase in concentration of TX-100 at low concentration range, clearly shows that the reaction takes place in micellar medium and both the reactants are associated or incorporated into micellar phase.
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- L. Lajoie, A.-S. Fabiano-Tixier and F. Chemat, Pharmaceuticals, 15, 1507 (2022); https://doi.org/10.3390/ph15121507
- F. Zhou, Z. Hearne and C.-J. Li, Curr. Opin. Green Sustain. Chem., 18, 118 (2019); https://doi.org/10.1016/j.cogsc.2019.05.004
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- U.C. Nagaonkar and S.S. Bhagwat, Ind. Eng. Chem. Res., 46, 1923 (2007); https://doi.org/10.1021/ie0603870
- B.S. Samant, Y.P. Saraf and S.S. Bhagwat, J. Colloid Interface Sci., 302, 207 (2006); https://doi.org/10.1016/j.jcis.2006.06.007
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- P. Mukerjee, J. Pharm. Sci., 60, 1531 (1971); https://doi.org/10.1002/jps.2600601020
- B.S. Valaulikar, B.K. Mishra, S.S. Bhagwat and C. Manohar, J. Colloid Interface Sci., 144, 304 (1991); https://doi.org/10.1016/0021-9797(91)90395-O
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- A. Mustafai, M. Zubair, A. Hussain and A. Ullah, Polymers, 15, 836 (2023); https://doi.org/10.3390/polym15040836
- K.J. Adaikalasamy, N.S. Venkataramanan and S. Rajagopal, Tetrahedron, 59, 3613 (2003); https://doi.org/10.1016/S0040-4020(03)00509-X
- S. Balakumar, P. Thanasekaran, S. Rajagopal and R. Ramaraj, Tetrahedron, 51, 4801 (1995); https://doi.org/10.1016/0040-4020(95)00160-A
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- R. Schmid and L. Han, Inorg. Chim. Acta, 69, 127 (1983); https://doi.org/10.1016/S0020-1693(00)83562-8
- M.H. Hey, Mineral. Mag., 46, 512 (1982); https://doi.org/10.1180/minmag.1982.046.341.24
- P. Balakumar, S. Balakumar and P. Subramanian, Int. J. Chemtech Res., 8, 603 (2015).
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- M. Singh, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 42, 1315 (2012); https://doi.org/10.1080/15533174.2012.680144
- M. Altaf and D. Jaganyi, J. Dispers. Sci. Technol., 34, 1481 (2013); https://doi.org/10.1080/01932691.2012.751029
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- M. Singh, Res. Chem. Intermed., 39, 469 (2013); https://doi.org/10.1007/s11164-012-0571-4
- R. Saha, A. Ghosh and B. Saha, Chem. Eng. Sci., 99, 23 (2013); https://doi.org/10.1016/j.ces.2013.05.043
- U.U. Kumar, K.C. Rajanna and P.K. Saiprakasan, Int. J. Chemtech Res., 3, 1088 (2011).
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- T.R. Green and J.H. Fellman, Adv. Exp. Med. Biol., 359, 19 (1994); https://doi.org/10.1007/978-1-4899-1471-2_3
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References
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F. Zhou, Z. Hearne and C.-J. Li, Curr. Opin. Green Sustain. Chem., 18, 118 (2019); https://doi.org/10.1016/j.cogsc.2019.05.004
S.K. Gangwar and M.Z.A. Rafiquee, Int. J. Chem. Kinet., 39, 638 (2007); https://doi.org/10.1002/kin.20279
J.J. Shrikhande, M.B. Gawande and R.V. Jayaram, Tetrahedron Lett., 49, 4799 (2008); https://doi.org/10.1016/j.tetlet.2008.05.010
U.C. Nagaonkar and S.S. Bhagwat, Ind. Eng. Chem. Res., 46, 1923 (2007); https://doi.org/10.1021/ie0603870
B.S. Samant, Y.P. Saraf and S.S. Bhagwat, J. Colloid Interface Sci., 302, 207 (2006); https://doi.org/10.1016/j.jcis.2006.06.007
K.N. Ganesh, P. Mitra and D. Balasubramanian, J. Phys. Chem., 86, 4291 (1982); https://doi.org/10.1021/j100219a005
P. Mukerjee, J. Pharm. Sci., 60, 1531 (1971); https://doi.org/10.1002/jps.2600601020
B.S. Valaulikar, B.K. Mishra, S.S. Bhagwat and C. Manohar, J. Colloid Interface Sci., 144, 304 (1991); https://doi.org/10.1016/0021-9797(91)90395-O
S.K. Pal, J. Peon, B. Bagchi and A.H. Zewail, J. Phys. Chem. B, 106, 12376 (2002); https://doi.org/10.1021/jp0213506
A. Mustafai, M. Zubair, A. Hussain and A. Ullah, Polymers, 15, 836 (2023); https://doi.org/10.3390/polym15040836
K.J. Adaikalasamy, N.S. Venkataramanan and S. Rajagopal, Tetrahedron, 59, 3613 (2003); https://doi.org/10.1016/S0040-4020(03)00509-X
S. Balakumar, P. Thanasekaran, S. Rajagopal and R. Ramaraj, Tetrahedron, 51, 4801 (1995); https://doi.org/10.1016/0040-4020(95)00160-A
S. Deepalakshmi, A. Sivalingam, T. Kannadasan, P. Subramaniam, P. Sivakumar and S.T. Brahadeesh, Spectrochim. Acta A Mol. Biomol. Spectrosc., 124, 315 (2014); https://doi.org/10.1016/j.saa.2014.01.011
P. Subramaniam and T. Selvi, J. Serb. Chem. Soc., 80, 1019 (2015); https://doi.org/10.2298/JSC140916001S
P. Subramaniam, J.J.S. Jabarose and R.J.E. Rathnakumari, J. Phys. Org. Chem., 29, 496 (2016); https://doi.org/10.1002/poc.3571
R. Schmid and L. Han, Inorg. Chim. Acta, 69, 127 (1983); https://doi.org/10.1016/S0020-1693(00)83562-8
M.H. Hey, Mineral. Mag., 46, 512 (1982); https://doi.org/10.1180/minmag.1982.046.341.24
P. Balakumar, S. Balakumar and P. Subramanian, Int. J. Chemtech Res., 8, 603 (2015).
P. Balakumar, S. Balakumar and P. Subramanian, Der Chemica Sinica, 3, 959 (2012).
N. Anitha and M. Palaniandavar, Dalton Trans., 40, 1888 (2011); https://doi.org/10.1039/c0dt01012j
N. Rumki, G. Aniruddha, M. Susanta and B. Saha, J. Thermodyn. Catal., 6, 145 (2015); https://doi.org/10.4172/2157-7544.1000145
M. Singh, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 42, 1315 (2012); https://doi.org/10.1080/15533174.2012.680144
M. Altaf and D. Jaganyi, J. Dispers. Sci. Technol., 34, 1481 (2013); https://doi.org/10.1080/01932691.2012.751029
M. Akram, M. Altaf, Kabir-ud-Din and S.A. Al-Thabaiti, J. Saudi Chem. Soc., 16, 217 (2012); https://doi.org/10.1016/j.jscs.2010.12.009
M. Singh, Res. Chem. Intermed., 39, 469 (2013); https://doi.org/10.1007/s11164-012-0571-4
R. Saha, A. Ghosh and B. Saha, Chem. Eng. Sci., 99, 23 (2013); https://doi.org/10.1016/j.ces.2013.05.043
U.U. Kumar, K.C. Rajanna and P.K. Saiprakasan, Int. J. Chemtech Res., 3, 1088 (2011).
N.M.I. Alhaj, A.M.U. Mohideen and S.S.L. Mary, E-J. Chem., 8, 159 (2011); https://doi.org/10.1155/2011/342409
G.A. Petersson, Theor. Chem. Acc., 103, 190 (2000); https://doi.org/10.1007/s002149900102
E. Baciocchi, M. Bietti and O. Lanzalunga, Acc. Chem. Res., 33, 243 (2000); https://doi.org/10.1021/ar980014y
T.R. Green and J.H. Fellman, Adv. Exp. Med. Biol., 359, 19 (1994); https://doi.org/10.1007/978-1-4899-1471-2_3
M.N. Al-Shamary, H.A. Al-Lohedan, M.Z.A. Rafiquee, F. El-Ablack and Z.A. Issa, J. Saudi Chem. Soc., 21, 193 (2017); https://doi.org/10.1016/j.jscs.2014.01.002