Table 1.
Reaction optimization in the isomerization of fumarate scaffold
E
‐1.[a]
Entry |
Catalyst |
E T [kJ mol−1] |
λ [nm] |
E:Z |
---|---|---|---|---|
1 |
benzophenone |
289 |
365 |
79:21 |
2 |
anthracene |
178 |
365 |
99:1 |
3 |
lumichrome |
220 |
402 |
99:1 |
4 |
benzil |
227 |
450 |
99:1 |
5 |
thioxanthone |
265 |
402 |
1:99 |
6 |
– |
– |
402 |
99:1 |
7[b] |
thioxanthone |
265 |
402 |
67:33 |
8[c] |
thioxanthone |
265 |
402 |
35:65 |
9[d] |
thioxanthone |
265 |
402 |
3:97 |
[a] Reactions were performed on a 0.1 mmol scale with 5 mol % of the photocatalyst in dry and degassed acetonitrile (3 mL) and were irradiated for 1 h. The ratio of isomers was determined by 1H NMR spectroscopy with 1,3,5‐trimethoxybenzene as an internal standard. [b] Irradiated for 1 min. [c] Irradiated for 2 min. [d] Irradiated for 5 min.