10.1002/cplu.202000048
ChemPlusChem
7.05−7.09 (m, 4H), 7.16−7.24 (m, 6H), 7.43 (t, 1H, J = 7.4), 7.53 (t, 1H, J = 7.4 Hz), 7.71 (d,
1H, J = 7.4 Hz), 7.98 (d, 1H, J = 7.4 Hz), 8.11 (d, 1H, J = 8.7 Hz), 8.29 (d, 1H, J = 8.7 Hz) ppm;
13C NMR (CDCl3): δ = 17.96 (Me), 21.15 (Me), 41.98 (CH2), 118.71, 119.45, 124.29, 125.26,
125.82, 125.87, 126.26, 126.71, 127.25 (2C), 127.40 (2C), 130.13, 130.29, 130.43 (2C), 130.46
(2C), 131.21, 132.60, 139.00, 139.93, 139.95, 140.88, 141.41, 141.97, 142.18, 143.81 ppm; MS
(EI-MS): calcd. for C31H24 [M]+ 396.2, found 396.5.
1,2,3,4-Tetraphenylbenzo[b]naphtho[2,1-d]furan (2l): colorless solid; SiO2, petroleum ether/
1
dichloromethane (2:1); H NMR (CDCl3): δ = 6.79−7.01 (m, 10H), 7.06−7.18 (m, 1H),
7.19−7.44 (m, 12H), 7.60−7.69 (m, 1H), 7.91−8.02 (m, 2H) ppm; 13C NMR (CDCl3): δ = 111.67,
118.55, 120.00, 120.32, 120.54, 122.59, 122.90, 124.06, 125.40 (2C), 126.00, 126.22, 126.49
(2C), 126.56, 126.59 (2C), 126.90 (2C), 127.61 (2C), 130.98 (2C), 131.29 (2C), 131.25 (2C),
131.40 (2C), 132.12, 135.42, 139.03, 139.26, 140.05, 140.08, 140.34, 140.50, 141.21, 152.43,
155.52 ppm; MS (EI-MS): calcd. for C40H26O [M]+ 522.2, found 522.3.
1
7,8,9,10-Tetraphenylbenzo[pqr]tetraphene (2m): yellow solid; SiO2, dichloromethane; H
NMR (CDCl3): δ = 6.85−6.94 (m, 10H), 7.22−7.27 (m, 6H), 7.34−7.35 (m, 4H), 7.70 (d, 1H, J =
9.5 Hz,), 7.84 (m, 2H), 7.90−8.00 (m, 2H), 8.05 (m, 2H), 8.30 (s, 1H) ppm; 13C NMR (CDCl3): δ
= 124.49, 124.53, 124.84, 124.99, 125.15, 125.19, 125.36, 126.17, 126.38, 126.50 (2C), 126.59
(2C), 126.63, 126.91, 127.65, 127.69 (2C), 127.75, 128.19, 128.31 (2C), 128.49, 129.84, 130.68,
131.08, 131.22 (2C), 131.47 (2C), 131.59 (2C), 131.74 (2C), 137.88, 138.92, 139.14, 140.24,
140.27, 140.73, 140.87, 143.66 ppm; MS (EI-MS): calcd. for C44H28 [M]+ 556.2, found 556.9;
Anal. Calc. for C44H28∙CH2Cl2 (%): C, 84.23; H, 4.72. Found: C, 84.06; H, 4.86.
7,10-Dimethyl-8,9-diphenylbenzo[pqr]tetraphene (2o): yellow solid; SiO2, petroleum ether/
dichloromethane (6:1); 1H NMR (CDCl3): δ = 2.79 (s, 3H, Me), 2.96 (s, 3H, Me), 7.12−7.24 (m,
10H), 7.96−8.04 (m, 2H); 8.08−8.13 (m, 2H), 8.26 (d, 2H, J = 8.9 Hz), 8.81 (s, 1H), 9.17 (d, 1H,
J = 9.4 Hz) ppm; 13C NMR (CDCl3): δ = 17.91(Me), 25.46 (Me), 121.99, 124.61, 124.76, 125.12,
125.15, 125.95, 126.04, 126.08, 127.26 (2C), 127.56 (2C), 127.64, 127.67, 128.26, 128.47, 128.57,
128.93, 129.56 (2C), 129.64, 129.67, 130.25, 130.66 (2C), 130.68 (2C), 130.79, 130.82, 131.81,
139.34, 141.64, 141.92, 142.35 ppm; MS (EI-MS): calcd. for C34H24 [M]+ 432.2, found 432.2.
7,8,9,10-Tetraethylbenzo[pqr]tetraphene (2p): brown solid; SiO2, petroleum ether/ ethyl
acetate (5:1); 1H NMR (CDCl3): δ = 1.38 (m, 6H), 1.56 (td, 3H, J = 7.6, 2.7 Hz), 1.80 (td, 3H, J
= 7.3, 2.5 Hz), 3.10 (qd, 2H, J = 7.5, 2.7 Hz), 3.19 (qd, 2H, J = 7.4, 2.3 Hz), 3.44 (qd, 2H, J =
7.6, 2.5 Hz), 3.59 (bs, 2H), 7.89 (dd, 1H, J = 9.1, 1.8 Hz), 7.95−8.07 (m, 3H), 8.21 (dd, 2H, J =
9.4, 2.1 Hz), 8.73 (d, 1H, J = 2.4 Hz), 9.08 (dd, 1H, J = 9.4, 2.4 Hz) ppm; 13C NMR (CDCl3): δ =
16.08, 16.12, 16.20, 16.74, 22.66, 22.92, 23.01, 25.98, 121.79, 124.25, 124.29, 124.77, 124.82,
21
This article is protected by copyright. All rights reserved.