N-(2-Methylene-6-phenylhexyl)pyrrolidine (5c). IR (neat), ν, cm-1: 3059, 2872, 1590, 1495, 1448,
1
1427, 1325, 1091, 1066, 966, 814, 750, 694, 667. H NMR (CDCl3, 300 MHz), δ, ppm, J (Hz): 1.53 (m, 2H);
1.66 (m, 2H); 1.76 (m, 4H); 2.11 (t, J = 7.5, 2H); 2.43 (m, 4H); 2.62 (t, J = 7.6, 2H); 2.97 (s, 2H); 4.79 (s, 1H);
13
4.91 (s, 1H); 7.13-7.41 (m, 5H). C NMR (CDCl3, 75 MHz), δ, ppm: 23.49, 27.29, 31.12, 34.06, 35.84, 54.26,
62.05, 110.81, 125.55, 128.19, 128.40, 142.74, 147.67. HRMS (EI). Found: m/z 243.1989. C17H25N. Calculated:
m/z 243.1987.
t
IR (neat), ν, cm-1: 3084-2860,
Di- -butyl N-(2-methylene-6-phenylhexyl)iminodicarboxylate (5d).
1
1789, 1747, 1701, 1654, 1604, 1454, 1425, 1367, 1228, 1147, 1110, 891, 858, 748, 700. H NMR (CDCl3, 300
MHz), δ, ppm, J (Hz): 1.54 (s, 18H); 1.57 (m, 2H); 1.74 (m, 2H); 2.11 (t, J = 7.5, 2H); 2.68 (t, J = 7.6, 2H); 4.19
(s, 2H); 5.32 (s, 1H); 5.34 (s, 1H); 7.19-7.34 (m, 5H). 13C NMR (CDCl3, 75 MHz), δ, ppm: 27.14, 27.82, 31.02,
33.67, 35.60, 49.97, 81.98, 108.27, 125.48, 128.09, 128.20, 142.32, 144.91, 152.32. HRMS (EI). Found:
m/z 389.2567. C23H35NO4. Calculated: m/z 389.2566. Found, %: C 70.52; H 8.82; N 3.64. Calculated, %:
C 70.92; H 9.06; N 3.60.
N,N-Dibenzyl-2-methylene-5-phenylpentylamine (5e). IR (neat), ν, cm-1: 3084-2711, 1645, 1602,
1
1494, 1452, 1367, 1244, 1120, 1072, 1028, 974, 900, 746, 698. H NMR (CDCl3, 300 MHz), δ, ppm: 1.58 (m,
2H); 2.16 (m, 2H); 2.55 (m, 2H); 2.90 (s, 2H); 3.44 (s, 4H); 4.86 (s, 1H); 5.11 (s, 1H); 6.97-7.54 (m, 15H).
13C NMR (CDCl3, 75 MHz), δ, ppm: 29.16, 33.61, 35.67, 58.04, 59.20, 112.86, 125.58, 126.74, 128.13, 128.46,
128.72, 139.72, 142.44, 147.41. HRMS (EI). Found: m/z 355.2292. C26H29N. Calculated: m/z 355.2298.
Found, %: C 87.94; H 8.52; N 3.98. Calculated, %: C 87.84; H 8.22; N 3.94.
2-(Cyclohexylmethyl)-N,N-dibenzyl-2-propenylamine (5f). IR (neat), ν, cm-1: 3064-2711, 1645,
1
1602, 1494, 1448, 1365, 1244, 1116, 1070, 1028, 972, 898, 746, 698. H NMR (CDCl3, 300 MHz), δ, ppm,
J (Hz): 0.75 (m, 2H); 1.04 (m, 4H); 1.58 (m, 5H); 1.99 (d, J = 7.0, 2H); 2.94 (s, 2H); 3.47 (s, 4H); 4.80 (s, 1H);
5.00 (s, 1H); 7.18-7.60 (m, 15H). 13C NMR (CDCl3, 75 MHz), δ, ppm: 26.28, 26.63, 33.30, 34.80, 42.27, 58.10,
58.79, 113.41, 126.74, 128.12, 128.83, 139.89, 146.14. HRMS (EI). Found: m/z 333.2457. C24H31N. Calculated:
m/z 333.2455. Found, %: C 86.46; H 9.37; N 4.29. Calculated, %: C 86.43; H 9.37; N 4.20.
N-Benzyl-2-methylene-6-phenylhexylamine (5g). IR (neat), ν, cm-1: 3084-2856, 1647, 1602, 1494,
1
1452, 1107, 1076, 1028, 970, 899, 804, 744, 698. H NMR (CDCl3, 300 MHz), δ, ppm, J (Hz): 1.46 (m, 2H);
1.61 (m, 2H); 2.12 (t, J = 7.5, 2H); 2.61 (t, J = 7.5, 2H); 3.19 (s, 2H); 3.72 (s, 2H); 4.85 (s, 1H); 4.94 (s, 1H);
7.14-7.41 (m, 10H). 13C NMR (CDCl3, 75 MHz), δ, ppm: 27.35, 31.15, 34.17, 35.79, 53.10, 53.61, 110.05,
125.60, 126.88, 128.13, 128.23, 128.34, 128.36, 140.35, 142.61, 147.60. HRMS (EI). Found: m/z 279.1992.
C20H25N. Calculated: m/z 279.1986.
N-(2-Methylene-6-phenylhexyl)aniline (5h). IR (neat), ν, cm-1: 3084-2711, 1645, 1603, 1494, 1452,
1
1367, 1244, 1120, 1072, 1028, 985, 904, 746, 698. H NMR (CDCl3, 300 MHz), δ, ppm, J (Hz): 1.50 (m, 2H);
1.71 (m, 2H); 2.12 (t, J = 7.5, 2H); 2.63 (t, J = 7.5, 2H); 3.67 (s, 2H); 3.79 (s, 1H); 4.87 (s, 1H); 5.00 (s, 1H);
6.55-6.71 (m, 5H); 7.10-7.30 (m, 10H). 13C NMR (CDCl3, 75 MHz), δ, ppm: 27.32, 31.14, 33.98, 35.76, 48.72,
110.21, 112.80, 117.29, 125.67, 128.27, 128.39, 129.15, 142.54, 146.57, 148.28. HRMS (EI). Found:
m/z 265.1820. C19H23N. Calculated: m/z 265.1829.
N,N-Dibenzyl-3-methyl-2-methylene-5-phenylpentylamine (5i). IR (neat), ν, cm-1: 3084-2711, 1643,
1
1602, 1494, 1452, 1371, 1244, 1122, 1072, 1028, 985, 902, 746, 698. H NMR (CDCl3, 300 MHz), δ, ppm,
J (Hz): 1.01 (d, J = 6.8, 3H); 1.51 (m, 1H); 1.66 (m, 1H); 2.39 (m, 1H); 2.45 (t, J = 8.3, 2H); 2.96 (m, 2H); 3.50
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(m, 4H); 4.92 (s, 1H); 5.16 (s, 1H); 7.03-7.37 (m, 15H). C NMR (CDCl3, 75 MHz), δ, ppm: 19.58, 33.58,
36.22, 37.32, 58.24, 58.68, 110.90, 125.51, 126.76, 128.18, 128.19, 128.34, 128.69, 139.79, 142.77, 151.94.
HRMS(EI). Found: m/z 369.2459. C27H31N. Calculated: m/z 369.2456.
N,N-Dibenzyl-2-methyl-5-phenyl-2-pentenylamine (5j). IR (neat), δ, cm-1: 3084-2792, 1602, 1494,
1454, 1363, 1126, 1070, 1028, 744, 698, 665. 1H NMR (CDCl3, 300 MHz), δ, ppm, J (Hz): 1.60 (s, 3H); 2.33 (q,
J = 7.5, 2H); 2.63 (t, J = 7.7, 2H); 2.85 (s, 2H); 3.43 (s, 4H); 5.40 (t, J = 7.1, 1H); 7.08-7.35 (m, 15H). 13C NMR
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