Table 1.
Applicability of the developed amination methodology to a range of lignin‐derived guaiacols/syringols.[a]
|
| |||||
|---|---|---|---|---|---|
|
Entry |
Substrate |
Product |
Conv. [%] |
GC yield (isolated yield) [%] |
cis/trans ratio [%] |
|
1 |
|
|
98.0 |
93.7 (82.1) |
– |
|
2 |
|
94.6 |
71.0 |
– |
|
|
3 |
|
|
93.4 |
76.2 (55.6) |
32 : 68[b] |
|
4 |
|
|
99.0 |
87.1 (80.6) |
12 : 88 |
|
5 |
|
78 |
56.6 (47.7) |
– |
|
|
6 |
|
|
96.8 |
71.6 (50.9) |
11 : 89 |
|
7 |
|
97.0 |
71.2 (46.0) |
– |
|
|
8 |
|
94.5 |
72.4 (46.4) |
– |
|
|
9 |
|
55.2 |
34.6 |
– |
|
[a] Reaction conditions: 0.5 mmol substrates, 200 mg catalyst, 3 mL t‐amyl alcohol, 180 °C, 7 bar NH3, 10 bar H2, 20 h. [b] cis/trans isomers were determined by commercial compound.