P. Singh et al. / Spectrochimica Acta Part A 75 (2010) 983–991
991
Entry 4.
Thiazolidine-2,4-dione–picric acid complex
So we conclude that these compounds are frequency dependent
not current dependent. We found that conductivity for the complex
between thiazolidine-2,4-dione and iodine is maximum.
C9H6O9SN4; pale yellow colour and crystalline; IR (ꢁ = cm−1
3139 (O–H), 3043 (N–H), 2947 (C–CH), 1736 (C O), 1675
(C O); 1H NMR (ı) amidic N-H (11.99, 1H, singlet), active
)
methylene carbon (5.99, 2H), aliphatic methyl protons (4.14,
12H); 13C NMR (ı) carbonyl carbons (180, 174, 173, 172),
aromatic carbons (172, 150, 136, 133, 129), aliphatic carbons
(55, 35).
4. Conclusion
This study reports the synthesis, thermal and electrochemical
properties of novel charge-transfer complexes of thiazolidine-
2,4-dione with sigma and pi acceptors. All the charge-transfer
complexes have been well characterized by FT-IR, CHNS, 1H NMR
and 13C NMR spectra. Thermal as well as electrochemical studies
of the charge-transfer complexes were done and it was found that
the CT complex between thiazolidine-2,4-dione and iodine is most
stable and gives highest conductivity.
Entry 5.
Thiazolidine-2,4-dione–duraquinone complex
C13H15O4SN; pale yellow colour; IR (ꢁ = cm−1) 3445 (N–H),
2936 (C CH), 1735 (C O), 1640 (C O); 1H NMR (ı) amidic
N–H (11.99, 1H, singlet), active methylene carbon (5.99, 2H),
aliphatic methyl protons (4.14, 12H); 13C NMR (ı) carbonyl
carbons (180, 174, 173, 172), aromatic carbons (172, 150, 136,
133, 129), aliphatic carbons (55, 35).
References
Acknowledgements
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(2009).
This work is dedicated to Late Dr. N.N. Ghosh, my mentor and
my guide (Prashant Singh).
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Jingli, Polyhedron 27 (2008) 2833–2844.
[3] W. Brian, M.R. Pfennig, N.Z. Norris, R.G. Jessica, I.M. Alexander, Inorg. Chim. Acta
362 (2009) 1701–1708.
Appendix A. Analytical data of the synthesized complexes
as in Table 1
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Entry 1.
Entry 2.
Thiazolidine-2,4-dione–iodine complex
C3H3O2NSI2; brown colour and volatile in nature; IR (ꢁ = cm−1
)
3120 (N–H), 2817 (C–CH), 1735 (C O) and 1696 (C O); 1H NMR
(ı) amidic N–H (11.99, 1H, singlet), aliphatic C–H (5.92, 2H); 13
NMR (ı) carbonyl carbons (174, 173), aliphatic carbon (36)
C
Thiazolidine-2,4-dione–chloranil complex
C9HO4SNCl2; orange colour solid and crystalline; IR (ꢁ = cm−1
)
3350 (N–H), 2922 (C CH), 1689 (C O), 1679 (C O); 1H NMR (ı)
amidic N–H (11.92, 1H, singlet); 13C NMR (ı) carbonyl carbons
(199, 174, 173), alkenic carbons (153, 161, 140, 130, 124); mass
analysis (M+) ion peak = 290; melting point (◦C) 248–250.
Entry 3.
Thiazolidine-2,4-dione–DDQ complex
C11HO4SN3; pale yellow colour; IR (ꢁ = cm−1) 3248 (N–H), 2947
(C–CH), 2318 (CN), 1734 (C O), 1627 (C O); 1H NMR (ı) amidic
N–H (11.00, 1H, singlet); 13C NMR (ı) carbonyl carbons (162, 161),
alkenic carbons (129, 128, 123, 122, 121, 130); mass analysis (M+)
ion peak = 271; melting point (◦C) 210–212.