Table 12: 13C NMR Data for 4a-f; chemical shifts in ppm relative to TMS(1%) at room temperature in CDCl3.
No. |
X |
Aromatic |
Piperazine I |
Piperazine II |
CH2 |
CH3 |
X |
4a |
p-CN |
153.5, 136.7, |
51.0(br) |
(a) |
62.1 |
20.7 |
108.0(CN) |
134.1, 132.6 |
|
|
128.7, 128.7, |
|
|
|
|
|
|
|
120.7, 119.0 |
|
|
|
|
|
|
|
153.8, 136.6, |
|
|
|
|
|
4b |
p-CO2CH3 |
134.2, 130.2 |
52.0(br) |
(a) |
62.1 |
20.7 |
51.5(OMe) |
|
|
128.7, 128.7, |
|
|
|
|
166.7(C=O) |
|
|
126.7, 119.9 |
|
|
|
|
4c |
p-Br |
149.5, 136.9, |
52.2 |
48.0(br) |
62.5 |
21.1 |
|
134.6, 131.8 |
|
|
|
129.1, 129.0, |
|
|
|
|
|
|
|
122.2, 119.1 |
|
|
|
|
|
|
|
148.2, 136.9, |
|
|
|
|
|
4d |
p-CH3 |
135.8, 134.8 |
52.3 |
47.4(br) |
62.6 |
21.1 |
21.0(Me) |
|
|
129.5, 129.1, |
|
|
|
|
|
|
|
129.0, 120.5 |
|
|
|
|
|
|
|
155.6, 145.0, |
|
|
|
|
|
4e |
p-NO2 |
137.1, 134.4 |
52.3(br) |
(a) |
62.4 |
21.1 |
|
|
|
129.1, 129.0, |
|
|
|
|
|
|
|
124.8, 120.7 |
|
|
|
|
|
4f |
H |
150.5, 136.9, |
52.2 |
48.0(br) |
62.5 |
21.1 |
|
|
|
134.7, 129.1 |
|
|
|
|
|
|
|
129.0, 128.9, |
|
|
|
|
|
|
|
126.0, 120.7 |
|
|
|
|
|