Transition Met Chem
parts per million (ppm) downfield from TMS with the
CDCl ): d 166.8, 132.9, 130.7, 129.6, 128.4, 64.9, 30.9,
3
solvent resonance (CDCl : 7.26) as the internal standard.
3
19.4, 13.8.
1
Benzyl benzoate (1j): colorless oil; H NMR (400 MHz,
Chemical shifts for carbon are given in ppm and referenced
to the carbon resonances of the solvent (CDCl : 77.16).
3
CDCl ): d 8.108–8.136 (m, 2H), 7.577 (t, J = 7.2 Hz, 1H),
3
1
7.370–7.496 (m, 7H), 5.404 (s, 2H); C NMR (100 MHz,
3
Coupling constants (J) are reported in Hz and refer to
apparent peak multiplicities.
1
Methyl 4-Anisate (1a): white solid; H NMR (400 MHz,
CDCl ): d 166.5, 136.2, 133.1, 130.2, 129.8, 128.7, 128.4,
128.3, 128.2, 66.7.
1
Isopropyl benzoate (1k): colorless oil; H NMR
3
CDCl3):
J = 8.8 Hz, 2H), 3.867 (s, 3H), 3.846 (s, 3H); C NMR
100 MHz, CDCl ): d 166.9, 163.4, 131.7, 122.7, 113.7,
d
7.986 (d, J = 8.8 Hz, 2H), 6.907 (d,
1
3
(400 MHz, CDCl ): d 8.042 (d, J = 8.0 Hz, 2H), 7.534 (t,
3
(
J = 7.6 Hz, 1H), 7.423 (t, J = 8.0 Hz, 2H), 5.260 (quint,
3
1
3
J = 6.4 Hz, 1H), 1.372 (d, J = 6.4 Hz, 6H); C NMR
5
5.5, 51.9.
Methyl 4-methylbenzoate (1b): colorless oil; H NMR
400 MHz, CDCl ): d 7.922 (d, J = 8.2 Hz, 2H), 7.215 (d,
1
(100 MHz, CDCl ): d 166.2, 132.8, 131.1, 129.6, 128.4,
3
(
68.4, 22.1.
3
1
3
1
Cyclohexyl benzoate (1l): colorless oil; H NMR
J = 8.2 Hz, 2H), 3.883 (s, 3H), 2.386 (s, 3H); C NMR
(
100 MHz, CDCl ): d 167.2, 143.6, 129.7, 129.1, 127.5,
(400 MHz, CDCl ): d 8.045–8.069 (m, 2H), 7.507–7.550
3
3
5
1.9, 21.7.
Methyl 3-methylbenzoate (1c): colorless oil; H NMR
400 MHz, CDCl ): d 7.808–7.838 (m, 2H), 7.279–7.329
(m, 1H), 7.403–7.441 (m, 2H), 5.006–5.069 (m, 1H),
13
1
1.263–1.967 (m, 10H); C NMR (100 MHz, CDCl ): d
3
(
(
166.0, 132.7, 131.1, 129.6, 128.3, 73.0, 31.7, 25.5, 23.7.
1
Phenyl benzoate (2a): white solid; H NMR (400 MHz,
3
1
3
m, 2H), 3.872 (s, 3H), 2.358 (s, 3H); C NMR (100 MHz,
CDCl ): d 167.2, 138.1, 133.6, 130.1, 128.2, 126.7, 52.0,
CDCl ): d 8.266 (d, J = 8.0 Hz, 2H), 7.681 (t, J = 7.6 Hz,
3
3
2
1.2.
Methyl 4-chlorobenzoate (1d): colorless oil; H NMR
400 MHz, CDCl ): d 7.962 (d, J = 8.4 Hz, 2H), 7.400 (d,
1H), 7.558 (t, J = 7.6 Hz, 2H), 7.482 (t, J = 7.6 Hz, 2H),
13
1
7.264–7.342 (m, 3H); C NMR (100 MHz, CDCl ): d
3
(
165.3, 151.1, 133.7, 130.3, 129.7, 129.6, 128.7, 126.0,
3
1
3
J = 8.4 Hz, 2H), 3.905 (s, 3H); C NMR (100 MHz,
121.8.
1
4-Methoxyphenyl benzoate (2b): white solid; H NMR
CDCl ): d 166.1, 139.3, 131.0, 128.7, 52.2.
3
1
Methyl 3-chlorobenzoate (1e): colorless oil; H NMR
(400 MHz, CDCl ): d 8.207 (d, J = 8.0 Hz, 2H), 7.636 (t,
3
(
400 MHz, CDCl ): d 8.009 (t, J = 1.6 Hz, 1H), 7.913 (dt,
J = 8.0 Hz, 1H), 7.512 (t, J = 8.0 Hz, 2H), 7.143 (d,
3
J = 8.0 Hz, J = 1.2 Hz, 1H), 7.504–7.532 (m, 1H),
3
J = 9.2 Hz, 2H), 6.950 (d, J = 9.2 Hz, 2H), 3.830 (s, 3H);
13
4
1
.371 (t, J = 8.0 Hz, 1H), 3.918 (s, 3H); C NMR
3
7
C NMR (100 MHz, CDCl ): d 165.7, 157.5, 144.6, 133.6,
3
(
100 MHz, CDCl ): d 165.9, 134.6, 133.0, 132.0, 129.7,
130.3, 129.8, 128.7, 122.6, 114.7, 55.8.
1
4-Tolyl benzoate (2c): white solid; H NMR (400 MHz,
3
1
27.7, 52.4.
Methyl 4-fluorobenzoate (1f): colorless oil; H NMR
400 MHz, CDCl ): d 8.005–8.044 (m, 2H), 7.052–7.098
1
CDCl ): d 8.244 (d, J = 7.6 Hz, 2H), 7.665 (t, J = 7.6 Hz,
3
(
(
1H), 7.542 (t, J = 8.0 Hz, 2H), 7.261 (d, J = 8.0 Hz, 2H),
13
7.135 (d, J = 8.0 Hz, 2H), 2.413 (s, 3H); C NMR
3
1
3
m, 2H), 3.883 (s, 3H); C NMR (100 MHz, CDCl ): d
3
1
5
67.1, 166.2, 164.6, 132.2, 132.1, 126.5, 115.7, 115.4,
(100 MHz, CDCl ): d 165.5, 148.9, 135.6, 133.6, 130.3,
3
2.2.
130.1, 129.8, 128.7, 121.5, 21.0.
1
Ethyl benzoate (1g): colorless oil; H NMR (400 MHz,
1
3-Tolyl benzoate (2d): colorless oil;
(400 MHz, CDCl ): d 8.257–8.280 (m, 2H), 7.643–7.687
H NMR
CDCl ): d 8.036–8.057 (m, 2H), 7.536 (t, J = 7.2 Hz, 1H),
3
3
7
1
1
.422 (t, J = 8.0 Hz, 2H), 4.376 (q, J = 7.2 Hz, 2H),
1
(m, 1H), 7.544 (t, J = 8.0 Hz, 2H), 7.363 (t, J = 8.0 Hz,
13
1H), 7.078–7.146 (m, 3H), 2.440 (s, 3H); C NMR
3
.389 (t, J = 7.2 Hz, 3H); C NMR (100 MHz, CDCl ): d
3
66.7, 132.8, 130.6, 129.6, 129.4, 128.4, 61.0, 14.4.
(100 MHz, CDCl ): d 165.3, 151.0, 139.7, 133.5, 130.2,
3
Propyl benzoate (1h): colorless oil; 1H NMR
400 MHz, CDCl ): d 8.042 (d, J = 7.6 Hz, 2H), 7.532 (t,
J = 7.6 Hz, 1H), 7.421 (t, J = 7.6 Hz, 2H), 4.280 (t,
129.7, 129.2, 128.6, 126.7, 122.3, 118.7, 21.3.
1
H
(
2-Tolyl benzoate (2e): colorless oil;
(400 MHz, CDCl ): d 8.350 (d, J = 8.0 Hz, 2H), 7.717 (t,
NMR
3
3
J = 6.8 Hz, 2H), 1.788 (sext, J = 7.2 Hz, 2H), 1.028 (t,
1
J = 7.6 Hz, 1H), 7.600 (t, J = 7.6 Hz, 2H), 7.341–7.388
13
(m, 2H), 7.251–7.304 (m, 2H), 2.353 (s, 3H); C NMR
3
J = 7.2 Hz, 3H); C NMR (100 MHz, CDCl ): d 166.7,
3
1
32.8, 130.6, 129.6, 128.4, 66.6, 22.2, 10.6.
(100 MHz, CDCl ): d 164.8, 149.6, 133.6, 131.2, 130.3,
130.1, 129.5, 128.6, 127.0, 126.1, 122.0, 16.2.
1
4-Tert-butylphenyl benzoate (2f): white solid; H NMR
3
1
n-Butyl benzoate (1i): colorless oil;
400 MHz, CDCl ): d 8.036–8.059 (m, 2H), 7.519–7.562
H
NMR
(
(
3
m, 1H), 7.409–7.447 (m, 2H), 4.329 (t, J = 6.4 Hz, 2H),
(400 MHz, CDCl ): d: 8.212 (d, J = 8.0 Hz, 2H), 7.637 (t,
3
1
2
.756 (quint, J = 6.8 Hz, 2H), 1.484 (sext, J = 8.0 Hz,
J = 7.6 Hz, 1H), 7.434–7.534 (m, 4H), 7.145 (d,
13
J = 8.8 Hz, 2H), 1.349 (s, 9H); C NMR (100 MHz,
1
H), 0.984 (t, J = 7.2 Hz, 3H); C NMR (100 MHz,
3
123