2.3.1. 1-(β-Methallyl)-3-(4-methylbenzyl)benzimidazolium chloride, 1a
1
Yield: 82%, mp 195-197 °C; FT-IR ν(CN): 1551 cm-1; H NMR (400 MHz, CDCl3) δ (ppm):
1.72 (s, 3H, NCH2C(CH3)CH2), 2.23 (s, 3H, CH2C6H4-4-CH3), 4.90 (s, 1H,
NCH2C(CH3)CH2), 5.04 (s, 1H, NCH2C(CH3)CH2), 5.21 (s, 2H, NCH2C(CH3)CH2), 5.78 (s,
2H, CH2C6H4-4-CH3), 7.09 (d, 2H, Ar-H, J = 8 Hz), 7.31 (d, 2H, Ar-H, J = 8 Hz), 7.45-7.51,
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7.53-7.55 and 7.59-7.61 (m, 4H, Ar-H), 11.74 (s, 1H, NCHN). C{1H} NMR (100 MHz,
CDCl3) δ (ppm): 19.7 (NCH2C(CH3)CH2), 21.2 (CH2C6H4-4-CH3), 51.4 (CH2C6H4-4-CH3),
53.6 (NCH2C(CH3)CH2), 116.1 (NCH2C(CH3)CH2), 139.2 (NCH2C(CH3)CH2), 113.7, 113.9,
127.1, 128.2, 128.3, 129.8, 130.0, 131.2, 131.7 and 137.5 (Ar-C), 144.0 (NCHN).
2.3.2. 1-(β-Methallyl)-3-(4-ter-butylbenzyl)benzimidazolium bromide, 1b
1
Yield: 89%, mp 190-192 °C; FT-IR ν(CN): 1553 cm-1; H NMR (400 MHz, CDCl3) δ (ppm):
1.27 (s, 9H, CH2C6H4-4-C(CH3)3), 1.80 (s, 3H, NCH2C(CH3)CH2), 4.99 (s, 1H,
NCH2C(CH3)CH2), 5.13 (s, 1H, NCH2C(CH3)CH2), 5.29 (s, 2H, NCH2C(CH3)CH2), 5.86 (s,
2H, CH2C6H4-4-C(CH3)3), 7.28 (d, 2H, Ar-H, J = 8 Hz), 7.45 (d, 2H, Ar-H, J = 8 Hz), 7.56-
7.58, 7.66-7.71 (m, 4H, Ar-H), 11.60 (s, 1H, NCHN). 13C{1H} NMR (100 MHz, CDCl3) δ
(ppm): 19.9 (NCH2C(CH3)CH2), 31.2 (CH2C6H4-4-C(CH3)3), 34.7 (CH2C6H4-4-C(CH3)3),
51.2 (CH2C6H4-4-C(CH3)3), 53.6 (NCH2C(CH3)CH2), 116.3 (NCH2C(CH3)CH2), 137.4
(NCH2C(CH3)CH2), 113.7, 113.9, 126.4, 127.2, 127.3, 128.0, 129.6, 131.3, 131.6 and 152.5
(Ar-C), 143.2 (NCHN).
2.3.3. 1-(β-Methallyl)-3-(2,4,6-trimethylbenzyl)benzimidazolium chloride, 1c
1
Yield: 87%, mp 226-227 °C; FT-IR ν(CN): 1553 cm-1; H NMR (400 MHz, CDCl3) δ (ppm):
1.77 (s, 3H, NCH2C(CH3)CH2), 2.29 (s, 3H, CH2C6H2-2,4,6-(CH3)3), 2.32 (s, 6H, CH2C6H2-
2,4,6-(CH3)3), 4.89 (s, 1H, NCH2C(CH3)CH2), 5.09 (s, 1H, NCH2C(CH3)CH2), 5.30 (s, 2H,
NCH2C(CH3)CH2), 5.88 (s, 2H, CH2C6H2-2,4,6-(CH3)3), 6.93 (s, 2H, Ar-H), 7.21 (d, 1H, Ar-
H, J = 8 Hz), 7.44 (t, 1H, Ar-H, J = 8 Hz), 7.54 (t, 1H, Ar-H, J = 8 Hz ), 7.66 (d, 1H, Ar-H, J
= 8 Hz), 11.60 (s, 1H, NCHN). 13C{1H} NMR (100 MHz, CDCl3) δ (ppm): 19.7
(NCH2C(CH3)CH2), 20.2 and 21.1 (CH2C6H2-2,4,6-(CH3)3), 47.4 (CH2C6H2-2,4,6-(CH3)3),
53.5 (NCH2C(CH3)CH2), 115.6 (NCH2C(CH3)CH2), 137.6 (NCH2C(CH3)CH2), 113.6, 113.8,
125.0, 127.0, 127.2, 130.2, 131.4, 131.7, 137.9 and 139.8 (Ar-C), 144.4 (NCHN).
2.3.4. 1-(β-Methallyl)-3-(2,3,5,6-tetramethylbenzyl)benzimidazolium chloride, 1d
1
Yield: 88%, mp 235-236 °C; FT-IR ν(CN): 1557 cm-1; H NMR (400 MHz, CDCl3) δ (ppm):
1.69 (s, 3H, NCH2C(CH3)CH2), 2.19 (s, 12H, CH2C6H-2,3,5,6-(CH3)4), 4.80 (s, 1H,
NCH2C(CH3)CH2), 5.01 (s, 1H, NCH2C(CH3)CH2), 5.28 (s, 2H, NCH2C(CH3)CH2), 5.83 (s,
5