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Green Chemistry
Green Chemistry
DOI: 10.1039/C4GACR00T6I7C1LBE
36.55. ESIꢀMS: m/z=651 (MꢀBr)+; The other catalysts ILꢀBPZ2ꢀ8 were
also prepared following the similar procedure. ILꢀBPZ2(Yield, 80 %):
FTꢀIR (KBr), γmax/cmꢀ1: 3441, 3068, 2958, 2931, 2867, 1616, 1563, 1489,
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1
1416, 1364, 1243, 1194, 1159, 1021, 834, 749, 640, 508; H NMR(400
MHz, DMSOꢀd6) δH=9.43(s, 2H), 8.76ꢀ8.77(d, 2H), 8.39(s, 2H), 7.92 (s,
4H), 7.48ꢀ7.49(d, 2H), 5.65(s, 4H), 4.22ꢀ4.25(t, 4H), 1.79ꢀ1.83(t, 4H),
1.24ꢀ1.33(m, 4H), 0.89ꢀ0.93(t, 6H); 13C NMR (100.4 MHz, DMSOꢀd6)
δC=150.47, 137.25, 123.94, 123.56, 123.41, 119.98, 51.34, 49.34, 31.68,
19.26, 13.79; ESIꢀMS: m/z=735 (MꢀBr)+; ILꢀBPZ3 (Yield, 90 %):
FTꢀIR (KBr), γmax/cmꢀ1: 3445, 3134, 3071, 2927, 2856, 1619, 1565, 1419,
1368, 1243, 1160, 1023, 835, 745, 641, 509; 1H NMR(400 MHz,
DMSOꢀd6) δH=9.39(s, 2H), 8.71ꢀ8.73(d, 2H), 8.37(s, 2H), 7.88(s, 4H),
7.45(s, 2H), 5.62(d, 4H), 4.18ꢀ4.21(s, 4H), 1.78ꢀ1.81(s, 4H), 1.19ꢀ1.23(s,
24H), 0.79ꢀ0.82(s, 6H); 13C NMR (100.4 MHz, DMSOꢀd6) δC=151.80,
147.20, 138.58, 125.30, 124.91, 124.76, 121.46, 63.39, 52.72, 50.99,
41.83, 41.62, 41.41, 41.20, 32.93, 31.03, 30.25, 30.10, 27.41, 27,29,
23.84, 15.74; ESIꢀMS: m/z=847 (MꢀBr)+; ILꢀBPZ4(Yield, 80 %):
FTꢀIR (KBr), γmax/cmꢀ1: 3423, 3112, 2911, 1617, 1565, 1523, 1490, 1417,
1354, 1291, 1241, 1159, 1099, 1024, 948, 835, 762, 657, 512; 1H
NMR(400 MHz, DMSOꢀd6) δH=9.35(s, 2H), 8.68ꢀ8.75(d, 2H), 8.43(s,
2H), 7.99(s, 2H), 7.91(s, 2H), 7.48ꢀ7.59(d, 2H), 5.67(s, 4H), 4.68(s, 2H),
4.41(s, 2H), 3.37(s, 8H), 3.21(s, 3H); ESIꢀMS: m/z=551, 595, 639, 683,
727, 771 (MꢀBr)+; ILꢀBPZ5(Yield, 89 %): FTꢀIR (KBr), γmax/cmꢀ1: 3486,
3103, 1618, 1569, 1489, 1418, 1364, 1242, 1166, 1095, 1020, 923, 833,
760, 673, 620, 507; 1H NMR(400 MHz, DMSOꢀd6) δH=9.30(s, 2H),
8.75ꢀ8.76(d, 2H), 8.41(s, 2H), 7.89(s, 2H), 7.79(s, 2H), 7.46ꢀ7.47(d, 2H),
5.63(s, 4H), 3.90(s, 6H); 13C NMR (100.4 MHz, DMSOꢀd6) δC=150.50,
137.74, 124.74, 123.87, 123.12, 120.16, 51.24, 36.53; ESIꢀMS: m/z=561
(MꢀBr)+; ILꢀBPZ6(Yield, 86 %): 1H NMR(400 MHz, DMSOꢀd6)
δH=9.34(s, 2H), 8.80(s, 2H), 8.66(s, 2H), 7.90(s, 2H), 7.82(s, 2H),
7.56ꢀ7.64(m, 2H), 5.70(s, 4H), 3.92(s, 6H); ESIꢀMS: m/z=745 (MꢀBr)+;
ILꢀBPZ7(Yield, 81 %): FTꢀIR (KBr), γmax/cmꢀ1: 3419, 3100, 1618, 1569,
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1
1489, 1417, 1365, 1296, 1242, 1168, 1033, 833, 760, 672, 619, 514; H
NMR(400 MHz, DMSOꢀd6) δH=9.30(s, 2H), 8.77(s, 2H), 8.46(s, 2H),
7.88(s, 2H), 7.79(s, 2H), 7.49ꢀ7.50(d, 2H), 5.65(s, 4H), 3.91(s, 6H); 13C
NMR (100.4 MHz, DMSOꢀd6) δC=150.41, 137.78, 124.74, 122.98, 51.21,
36.53; ESIꢀMS: m/z=665 (MꢀBr)+; ILꢀBPZ8(Yield, 92%): FTꢀIR (KBr),
γ
max/cmꢀ1: 3440, 3047, 1638, 1568, 1514, 1475, 1416, 1368, 1303, 1240,
1204, 1020, 924, 826, 769, 701, 629, 483; 1H NMR(400 MHz, DMSOꢀd6)
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2H), 5.94ꢀ5.99(s, 2H), 2.62ꢀ2.68(t, 6H); ESIꢀMS: m/z=673 (MꢀBr)+.
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Acknowledgements
This work was supported by the National Natural Science
Foundation of China (No. 21376278; 21276052; 21176267;
21036009). The authors are also thankful to University of Science
and Technology of China for providing the help of farꢀIR spectra
testing.
Notes and references
*School of Chemistry and Chemical Engineering, Key Laboratory of
LowꢀCarbon Chemistry & Energy Conservation of Guangdong Province,
Sun Yatꢀsen University, Guangzhou 510275, P.R. China. Email address:
jihb@mail.sysu.edu.cn (H.B. Ji); Tel.: +86 20 84113658; Fax: +86 20
84113654.
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