10982
B. A. DaSilveira Neto et al. / Tetrahedron 61 (2005) 10975–10982
(KBr, cmK1): 3044, 1599, 1509, 1289. Mp 201 8C. HRMS
calcd for C24H16N2O2S 396.093250, found 396.09407.
C-H. Adv. Funct. Mater. 2004, 14, 83–90. (b) Zhang, X.;
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4.3.6. Benzothiadiazole 7d. 1H NMR (CDCl3): d ppm 7.76
(d, 2H, JZ1.0 Hz), 7.29 (d, 4H, JZ9.0 Hz), 6.58 (d, 4H,
JZ8.8 Hz) 2.92 (s, 3H) 2.91 (s, 3H). 13C NMR (CDCl3): d
154.31, 149.45, 133.22, 131.63, 116.71, 114.04, 108.44,
85.33, 78.89. FTIR (KBr, cmK1): 3089, 2924, 1574, 1489,
1444, 1239. Mp 178 8C. HRMS calcd for C26H22N4S
422.156519, found 422.15663.
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4.3.7. Benzothiadiazole 7e. 1H NMR (CDCl3): d ppm 8.69
(d, 2H, JZ4.6 Hz) 7.89 (s, 2H), 7.79–7.68 (m, 4H), 7.35–
7.27 (m, 2H). 13C NMR (CDCl3): d 154.27, 150.29, 142.70,
136.19, 133.06, 127.96, 123.41, 116.97, 96.39, 84.45. FTIR
(KBr, cmK1): 3049, 2924, 1574, 1489, 1444, 1239. Mp
233 8C. Lit.6aZ232–234. Anal. Calcd For C20H10N4S C,
70.99; H, 2.98; N, 16.56; S, 9.48. Found: C, 70.51; H, 2.94;
N, 16.55.
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Acknowledgements
Thanks are due to the following Brazilian agencies: CNPq,
CAPES, FAPESP and FAPERGS for partial financial
support and fellowships to B.A.S.N. and A.S.L.
11. Consorti, C. S.; Ebeling, G.; Rodembusch, F.; Stefani, V.;
Livotto, P. R.; Rominger, F.; Quina, F. H.; Yihwa, C.; Dupont,
J. Inorg. Chem. 2004, 43, 530–536.
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989–993.
13. Platinum was used as working electrode and as a counter
electrode. All potentials were recorded versus Ag/AgCl
(saturated) as a reference electrode.
Supplementary data
Supplementary data associated with this article can be
093. The complete set of the UV–vis, 1H and 13C NMR and
Fluorescence spectra, and cyclic voltammograms and
HRMS of the new compounds are available.
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