Table 2. Summary of Kinetic Reaction Profiles Derived from Temperature and Pressure Screening Studiesa.
entry | T (°C) | PH2 (bar) | t (h)b | 4b yield (%) | dehydration: 4c + 4d + 4e yield (%) | carbon mass balance (%) | cis–trans ratio 4b |
---|---|---|---|---|---|---|---|
1 | 80 | 50 | 3 | 70 | 26 | 96 | 71:29 |
2 | 100 | 50 | 2 | 69 | 27 | 96 | 71:29 |
3 | 120 | 50 | 1.5 | 70 | 25 | 95 | 67:33 |
4 | 140 | 50 | 1 | 62 | 26 | 88 | 66:34 |
5 | 160 | 50 | 0.75 | 53 | 29 | 82 | 65:35 |
6 | 100 | 20 | 7c | 56 | 31 | N/A | 68:32 |
7 | 100 | 80 | 1 | 74 | 22 | 96 | 69:31 |
Reaction conditions: 50 mmol of 4 and 5.1 wt % Ru/C in IPA.
Specific reaction time upon which complete conversion was observed via GC-FID.
Complete conversion was not achieved at the stated reaction time. Carbon mass balance cannot be determined due to partial decomposition of 4 at T > 150 °C in the GC analysis.