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33.5 Hz), 133.1, 130.2, 130.1, 128.5, 125.4 (q, J=3.5 Hz), 123.7 ppm
(q, J=275.3 Hz); GC-MS (EI, 70 eV): m/z (%): 250.0 (13) [M]+, 250.0
(80), 231.0 (13), 181.0 (10), 173.0 (50), 145.0 (50), 102.0 (100), 95.0
(10), 77.0 (45), 51.0 (10).
Phenyl(quinolin-6-yl)methanone: 1H NMR (400 MHz, CDCl3): d=
9.08 (d, J=2.5 Hz, 1H), 8.36 (d, J=8.8 Hz, 1H), 8.31–8.22 (m, 2H),
8.15 (d, J=8.8 Hz, 1H), 7.82 (d, J=7.5 Hz, 2H), 7.61 (t, J=7.4 Hz,
1H), 7.49 ppm (dd, J=14.6, 8.6 Hz, 3H); 13C NMR (101 MHz, CDCl3):
d=195.7, 151.6, 148.4, 138.4, 137.1, 135.6, 132.7, 131.2, 130.0,
129.9, 128.9, 128.4, 127.6, 127.4, 121.9 ppm; GC-MS (EI, 70 eV): m/z
(%): 233.0 (10) [M]+, 233.0 (100), 186.0 (80), 128.0 (32), 105.0 (40),
77.0 (28), 51.0 (10).
4-Benzoylbenzonitrile: 1H NMR (400 MHz, CDCl3): d=7.86 (d, J=
8.1 Hz, 2H), 7.77 (dd, J=8.5, 2.1 Hz, 4H), 7.63 (t, J=7.3 Hz, 1H),
7.50 ppm (t, J=7.6 Hz, 2H); 13C NMR (101 MHz, CDCl3): d=195.0,
141.2, 136.3, 133.3, 132.1, 130.2, 130.0, 128.6, 118.0, 115.6 ppm; GC-
MS (EI, 70 eV): m/z (%): 207.0 (13) [M]+, 207.0 (88), 130.0 (33), 105.0
(100), 77.0 (44), 51.0 (18).
(3,5-Dimethylphenyl)(phenyl)methanone: 1H NMR (400 MHz,
CDCl3): d=7.80 (d, J=7.5 Hz, 2H), 7.58 (t, J=7.4 Hz, 1H), 7.47 (t,
J=7.5 Hz, 2H), 7.40 (s, 2H), 7.22 (s, 1H), 2.37 ppm (s, 6H); 13C NMR
(101 MHz, CDCl3): d=197.1, 137.87, 137.85, 137.6, 134.0, 132.2,
130.0, 128.2, 127.8, 21.2 ppm; GC-MS (EI, 70 eV): m/z (%): 210.0 (11)
[M]+, 210.0 (77), 195.0 (27), 133.0 (100), 105.0 (56), 77.0 (34), 51.0
(10).
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(1,1’-Biphenyl)-4-yl(phenyl)methanone: H NMR (400 MHz, CDCl3):
d=7.93–7.87 (m, 2H), 7.84 (d, J=7.8 Hz, 2H), 7.73–7.68 (m, 2H),
7.68–7.63 (m, 2H), 7.60 (t, J=7.4 Hz, 1H), 7.54–7.44 (m, 4H),
7.41 ppm (t, J=7.3 Hz, 1H); 13C NMR (101 MHz, CDCl3): d=196.3,
145.2, 139.9, 137.7, 136.2, 132.3, 130.7, 130.0, 128.9, 128.3, 128.2,
127.3, 126.9 ppm; GC-MS (EI, 70 eV): m/z (%): 258.0 (15) [M]+, 258.1
(56), 181.0 (100), 152.0 (39), 127.0 (11), 115.0 (17), 105.0 (22), 77.0
(22), 51.0 (10).
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(3-Methoxyphenyl)(phenyl)methanone: H NMR (400 MHz, CDCl3):
d=7.79 (d, J=7.9 Hz, 2H), 7.55 (t, J=7.4 Hz, 1H), 7.45 (t, J=7.5 Hz,
2H), 7.38–7.28 (m, 3H), 7.12 (t, J=9.5 Hz, 1H), 3.82 ppm (s, 3H);
13C NMR (101 MHz, CDCl3): d=196.3, 159.4, 138.7, 137.4, 132.3,
129.9, 129.1, 128.1, 122.7, 118.7, 114.2, 55.3 ppm; GC-MS (EI, 70 eV):
m/z (%): 212.0 (13) [M]+, 212.0 (100), 181.0 (10), 135.0 (73), 105.0
(60), 92.0 (10), 77.0 (45).
Naphthalen-1-yl(phenyl)methanone: 1H NMR (400 MHz, CDCl3):
d=8.10 (d, J=8.2 Hz, 1H), 8.00 (d, J=8.1 Hz, 1H), 7.92 (d, J=
7.6 Hz, 1H), 7.87 (d, J=7.9 Hz, 2H), 7.64–7.56 (m, 2H), 7.55–7.48
(m, 3H), 7.45 ppm (t, J=7.7 Hz, 2H); 13C NMR (101 MHz, CDCl3): d=
195.5, 138.9, 137.6, 137.3, 135.9, 132.7, 132.4, 131.5, 130.1, 130.0,
128.7, 128.4, 128.3 ppm; GC-MS (EI, 70 eV): m/z (%): 232.0 (11) [M]+
, 232.0 (100), 215.0 (13), 202.0 (13), 155.0 (69), 127.0 (50), 105.0 (21),
77.0 (23), 51.0 (10).
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(2-Methoxyphenyl)(phenyl)methanone: H NMR (400 MHz, CDCl3):
d=7.80 (d, J=7.9 Hz, 2H), 7.54 (t, J=7.2 Hz, 1H), 7.43 (dt, J=15.4,
7.7 Hz, 3H), 7.35 (d, J=7.4 Hz, 1H), 7.06–6.95 (m, 2H), 3.70 ppm (s,
3H); 13C NMR (101 MHz, CDCl3): d=196.4, 157.3, 137.7, 132.9,
131.8, 129.7, 129.5, 128.7, 128.1, 120.4, 111.4, 55.5 ppm; GC-MS (EI,
70 eV): m/z (%): 212.0 (15) [M]+, 212.0 (66),195.0 (34), 181.0 (10),
167.1 (13), 152.0 (10), 135.0 (100), 121.0 (26), 105.0 (29), 92.0 (17),
77.0 (43), 51.0 (10).
Naphthalen-2-yl(phenyl)methanone: 1H NMR (400 MHz, CDCl3):
d=8.27 (s, 1H), 8.03–7.84 (m, 6H), 7.60 (dt, J=13.7, 6.7 Hz, 2H),
7.57–7.46 ppm (m, 3H); 13C NMR (101 MHz, CDCl3): d=196.7, 137.8,
135.2, 134.7, 132.3, 132.2, 131.8, 130.0, 129.3, 128.3, 128.2, 127.7,
126.7, 125.7 ppm; GC-MS (EI, 70 eV): m/z (%): 232.0 (10) [M]+, 232.0
(100), 202.0 (10), 155.0 (954), 127.0 (59), 105.0(27), 77.0 (27), 51.0
(10).
Phenyl[4-(trifluoromethoxy)phenyl]methanone:
1H NMR
(400 MHz, CDCl3): d=7.85 (d, J=8.4 Hz, 2H), 7.77 (d, J=7.7 Hz,
2H), 7.58 (t, J=7.3 Hz, 1H), 7.47 (t, J=7.6 Hz, 2H), 7.30 ppm (d, J=
8.4 Hz, 2H); 13C NMR (101 MHz, CDCl3): d=195.0, 152.1, 137.1,
135.8, 132.6, 131.9, 129.9, 128.4, 120.1, 119.3 ppm (q, J=257.3 Hz);
GC-MS (EI, 70 eV): m/z (%): 266.0 (15) [M]+, 266.0 (84), 189.0 (100),
181.0 (17), 161.0 (15), 105.0 (58), 95.0 (21), 77.0 (25), 51.0 (10).
Phenyl(thiophen-3-yl)methanone: 1H NMR (400 MHz, CDCl3): d=
7.93 (d, J=1.6 Hz, 1H), 7.84 (d, J=7.6 Hz, 2H), 7.58 (dd, J=9.8,
6.1 Hz, 2H), 7.48 (t, J=7.6 Hz, 2H), 7.40–7.35 ppm (m, 1H);
13C NMR (101 MHz, CDCl3): d=190.0, 141.3, 138.6, 133.9, 132.3,
129.4, 128.6, 128.4, 126.2 ppm; GC-MS (EI, 70 eV): m/z (%): 188.0 (9)
[M]+, 188.0 (100), 160.0 (13), 111.0 (90), 105.0 (38), 82.9 (13), 77.0
(33), 51.1 (13).
4-Benzoylbenzaldehyde: 1H NMR (400 MHz, CDCl3): d=10.12 (s,
1H), 7.99 (d, J=8.0 Hz, 2H), 7.92 (d, J=8.1 Hz, 2H), 7.81 (t, J=
10.3 Hz, 2H), 7.62 (t, J=7.4 Hz, 1H), 7.49 ppm (dd, J=19.6, 12.0 Hz,
2H); 13C NMR (101 MHz, CDCl3): d=195.8, 191.6, 142.6, 138.5,
136.7, 133.1, 130.3, 130.1, 129.5, 128.5 ppm; GC-MS (EI, 70 eV): m/z
(%): 210.0 (12) [M]+, 210.0 (77), 181.0 (22), 133.0 (40), 105.0 (100),
77.0 (40), 51.0 (12).
Phenyl(pyridin-3-yl)methanone: 1H NMR (400 MHz, CDCl3): d=
8.97 (s, 1H), 8.79 (d, J=4.5 Hz, 1H), 8.13 (d, J=7.8 Hz, 1H), 7.77 (d,
J=7.7 Hz, 2H), 7.60 (t, J=7.3 Hz, 1H), 7.47 ppm (dd, J=13.9,
6.7 Hz, 3H); 13C NMR (101 MHz, CDCl3): d=194.4, 152.1, 150.2,
137.7, 136.5, 133.3, 133.2, 129.9, 128.6, 123.5 ppm; GC-MS (EI,
70 eV): m/z (%): 183.0 (12) [M]+, 183.0 (100), 154.0 (10), 105.0 (60),
77.0 (35), 51.0 (15).
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Methyl 4-(4-methoxybenzoyl)benzoate: H NMR (400 MHz, CDCl3):
d=8.09 (d, J=8.2 Hz, 2H), 7.75 (dd, J=12.1, 8.6 Hz, 4H), 6.92 (d,
J=8.7 Hz, 2H), 3.91 (s, 3H), 3.84 ppm (s, 3H); 13C NMR (101 MHz,
CDCl3): d=194.6, 166.2, 163.5, 142.0, 132.6, 132.5, 132.1, 129.4,
129.3, 113.6, 113.3, 55.4, 52.3 ppm; GC-MS (EI, 70 eV): m/z (%):
270.0 (11) [M]+, 270.1 (55), 239.0 (11), 211.0 (10), 163.0 (10), 135.0
(100), 77.0 (10).
Phenyl(pyridin-2-yl)methanone: 1H NMR (400 MHz, CDCl3): d=
13.88–13.66 (m, 1H), 8.71 (d, J=4.7 Hz, 1H), 8.03 (t, J=8.6 Hz, 3H),
7.88 (t, J=7.7 Hz, 1H), 7.57 (t, J=7.4 Hz, 1H), 7.46 ppm (dd, J=9.9,
5.5 Hz, 3H); 13C NMR (101 MHz, CDCl3): d=193.7, 154.8, 148.4,
137.1, 136.1, 132.9, 130.9, 128.1, 126.1, 124.6 ppm; GC-MS (EI,
70 eV): m/z (%): 183.0 (10) [M]+, 182.0 (68), 155.0 (100), 105.0 (56),
77.0 (56), 51.0 (22).
Methyl 4-(4-methylbenzoyl)benzoate: 1H NMR (400 MHz, CDCl3):
d=8.12 (d, J=8.1 Hz, 2H), 7.80 (d, J=8.1 Hz, 2H), 7.70 (d, J=
7.9 Hz, 2H), 7.29 (t, J=7.9 Hz, 2H), 3.94 (s, 3H), 2.43 ppm (s, 3H);
13C NMR (101 MHz, CDCl3): d=195.4, 166.0, 143.6, 141.5, 134.0,
Chem. Eur. J. 2015, 21, 17650 – 17656
17655
ꢀ 2015 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim