Materiais moleculares funcionais contendo n-heterociclos - capes

LSYC146630 LSYC_036_007 Techset Composition Ltd, Salisbury, U.K. 1/20/2006956G. Conte et al.8.09 (s, 1 H), 8.15 (d, J ¼ 8.4 Hz, 2 H). 13 C NMR (CDCl 3 ): d ¼ 14.36, 22.92,26.23, 29.34, 29.41, 29.56, 29.60, 29.79, 32.13, 68.59, 68.74, 114.57, 115.56,118.04, 121.62, 122.41, 122.57, 127.15, 128.26, 130.51, 132.55, 148.00,151.31, 159.73, 163.85, 165.13. Anal. calcd. for C 41 H 55 N 3 O 4 : C, 75.31; H,8.48; N, 6.43. Found: C, 75.38; H, 8.08; N, 6.65.1-Decyl-4-f4-[1-(4-decyloxyphenyl)-1H-[1,2,3]-triazol-4-yl]-phenylg-piperazine (3b)Yield: 0.264 g (65%). IR (KBr): 3102, 2920, 2849, 1619, 1520, 1468, 1247,1040, 809 cm 21 . 1 H NMR (CDCl 3 ): d ¼ 0.89 (m, 6 H), 1.26 (m, 26 H),1.51 (m, 4 H), 1.80 (m, 2 H), 2.39 (t, J ¼ 7.2 Hz, 2 H), 2.61 (t, J ¼ 4.8 Hz,4 H), 3.27 (t, J ¼ 4.8 Hz, 2 H), 4.00 (t, J ¼ 6.4 Hz, 2 H), 6.98(d, J ¼ 8.0 Hz, 2 H), 7.01 (d, J ¼ 7.6 Hz, 2 H), 7.64 (d, J ¼ 8.0 Hz, 2 H),7.78 (d, J ¼ 7.6 Hz, 2 H), 7.99 (s, 1 H). 13 C NMR (CDCl 3 ): d ¼ 14.36,22.93, 26.24, 27.10, 27.85, 29.41, 29.60, 29.83, 32.15, 48.93, 53.42, 59.10,68.71, 115.49, 116.07, 116.95, 121.72, 122.32, 126.96, 130.70, 148.54,151.47, 159.55. Anal. calcd. for C 38 H 59 N 5 O: C, 75.83; H, 9.88; N, 11.64.Found: C, 75.42; H, 9.53; N, 11.33.4-(4 0 -Decyloxybiphenyl-4-yl)-1-(4-decyloxyphenyl)-1H-[1,2,3]-triazole (3c)Yield: 0.305 g (74%). IR (KBr): 3112, 2918, 2849, 1606, 1524, 1472, 1256,1032, 814 cm 21 . 1 H NMR (CDCl 3 ): d ¼ 0.89 (m, 6 H), 1.28 (m, 28 H),1.84 (m, 4 H), 4.02 (m, 4 H), 6.92 (d, J ¼ 8.4 Hz, 2 H), 6.96 (d, J ¼ 8.8 Hz,2 H), 7.50 (d, J ¼ 8.4 Hz, 2 H), 7.58 (d, J ¼ 8.0 Hz, 2 H), 7.61(d, J ¼ 8.8 Hz, 2 H), 7.87 (d, J ¼ 8.0 Hz, 2 H), 8.05 (s, 1 H). Anal. calcd.for C 40 H 55 N 3 O 2 : C, 78.77; H, 9.09; N, 6.89. Found: C, 78.42; H, 8.89; N, 6.98.4-(6-Decyloxynaphthalen-2-yl)-1-(4-decyloxy-phenyl)-1H-[1,2,3]-triazole (3d)Yield: 0.315 g (80%). IR (KBr): 3120, 2918, 2851, 1613, 1520, 1468, 1252,1045, 814 cm 21 . 1 H NMR (CDCl 3 ): d ¼ 0.89 (m, 6 H), 1.28 (m, 22 H),1.49 (m, 6 H), 1.84 (m, 4 H), 4.02 (t, J ¼ 6.8 Hz, 2 H), 4.09 (t, J ¼ 6.4 Hz,2 H), 7.04 (d, J ¼ 6.8 Hz, 2 H), 7.15 (s, 1 H), 7.18 (dd, J ¼ 8.8 and 2.4 Hz,1 H), 7.69 (d, J ¼ 6.8 Hz, 2 H), 7.79–7.81 (m, 2 H), 7.94 (dd, J ¼ 8.8 and1.6 Hz, 1 H), 8.17 (s, 1 H), 8.32 (s, 1 H). 13 C NMR (CDCl 3 ): d ¼ 14.36,22.92, 26.25, 26.36, 29.57, 29.81, 32.13, 68.33, 68.74, 106.81, 115.56,117.92, 119.91, 122.40, 124.57, 124.70, 125.70, 127.61, 129.14, 129.89,130.63, 134.75, 148.68, 157.78, 159.69. Anal. calcd. for C 38 H 53 N 3 O 2 :C,78.17; H, 9.15; N, 7.20. Found: C, 77.75; H, 8.87; N, 7.06.