Materiais moleculares funcionais contendo n-heterociclos - capes

LSYC146630 LSYC_036_007 Techset Composition Ltd, Salisbury, U.K. 1/20/2006[1,2,3]-Triazole Liquid Crystals 9571,4-bis-(4-Decyloxyphenyl)-1H-[1,2,3]-triazole (3e)Yield: 0.353 g (98%). IR (KBr): 3108, 2921, 2853, 1617, 1561, 1521, 1470,1304, 1254, 1030, 818 cm 21 . 1 H NMR (CDCl 3 ): d ¼ 0.90 (m, 6 H), 1.27(m, 24 H), 1.45 (m, 4 H), 1.80 (m, 4 H), 4.00 (m, 4 H), 6.97 (d, J ¼ 7.6 Hz,2 H), 7.02 (d, J ¼ 8.8 Hz, 2 H), 7.63 (d, J ¼ 8.8 Hz, 2 H), 7.65(d, J ¼ 7.6 Hz, 2 H), 8.00 (s, 1H). 13 C NMR (CDCl 3 ): d ¼ 14.27, 14.36,22.83, 22.92, 25.92, 26.29, 29.38, 29.51, 29.56, 29.65, 29.82, 31.80, 32.13,68.34, 68.71, 115.10, 115.51, 117.22, 122.32, 123.10, 127.32, 130.65,148.37, 159.60. Anal. calcd. for C 34 H 51 N 3 O 2 : C, 76.50; H, 9.63; N, 7.87;Found: C, 76.45; H, 9.41; N, 7.83.ACKNOWLEDGMENTSWe thank the CNPq, PRONEX, FAPESP, and Funcitec/SC agencies forfinancial support.REFERENCES1. Demus, D.; Zaschke, H. Flüssige Kristalle in Tabellen; VEB Deutscher Verlag fürGrundstoffindustrie: Leipzig, 1984; Vol. 2.2. Gallardo, H.; Favarin, I. New mesogenic thiophene and furane derivatives.Liq. Cryst. 1993, 13, 115–125.3. da Silva, L.; Gallardo, H.; Begnini, I. M.; Magnago, R. Liquid crystals containingthe isoxazole and tetrazole heterocycles. Mol. Cryst. Liq. Cryst. 2005, 432, 1–13.4. Gallardo, H.; Maurmann, L. Synthesis of thermotropic liquid crystals derivedfrom phenylpiperazine containing an enyne unit. Mol. Cryst. Liq. Cryst. 2002,378, 23–34.5. Vasconcelos, U. V.; Dalmolin, E.; Merlo, A. A. Synthesis and thermal behavior ofnew N-heterotolan liquid crystals. Org. Lett. 2005, 7 (5), 1027–1030.6. Cristiano, R.; Ely, F.; Gallardo, H. Light-emitting bent-shape liquid crystals.Liq. Cryst. 2005, 32, 15–25.7. Paraskos, A. J.; Swager, T. M. Effects of desymmetrization on thiophene-basedbent-rod mesogens. Chem. Mater. 2002, 14, 4543–4549.8. Calderone, V. Large-conductance, Ca 2þ -activated K þ channels: Function,pharmacology and drugs. Curr. Med. Chem. 2002, 9, 1385–1395.9. Sharp, J. T. In synthetic applications of 1,3-dipolar cycloaddition chemistry towardheterocycles and natural products. Padwa, A., and Pearson, W. H., (Eds.); Wiley:New York, 2002; Chap 4 pp. 473–538.10. Lwowsky, W. 1,3-Dipolar Cycloaddition Chemistry; Padwa, A., (Eds.); Wiley-Interscience: New York, 1984; Vol. 1, Chap 4 pp. 621–627.11. Fan, W.-Q.; Katritzky, A. R. Comprehensive Heterocyclic Chemistry II; PergamonPress: New York, 1996; Vol. 4, pp. 1–126.12. Gallardo, H.; Ely, F.; Bortoluzzi, A. J.; Conte, G. Applying click chemistry tosynthesis of chiral [1,2,3]-triazole liquid crystals. Liq. Cryst. 2005, 32 (6),667–671.