Table 3.
Room temperature catalytic dehydration of D-sorbitol using functionalized yttrium oxide nanomaterials.
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|---|---|---|---|---|---|---|
| Entrya | Catalyst | Solvent | Conversion (%)b | Yield of 1,4-sorbitan (%)c | Yield of isosorbide (%)d | TOF (h−1)e |
| 1 | H2SO4f | H2O | <20 | 18 | 1 | 1.49 |
| 2 | C1 | H2O | 67 | 64 | 3 | 5.33 |
| 3 | EtOH | 62 | 60 | 2 | 4.99 | |
| 4 | H2O/EtOH | 87 | 87 | – | 7.24 | |
| 5 | H2O/EtOH (80°C) | 58 | 55 | 3 | 4.58 | |
| 6 | C2 | H2O | 66 | 66 | – | 5.49 |
| 7 | EtOH | 50 | 47 | 3 | 3.91 | |
| 8 | H2O/EtOH | 76 | 76 | – | 6.33 | |
| 9 | C3 | H2O | 93 | 85 | 8 | 7.08 |
| 10 | EtOH | 67 | 64 | 3 | 5.33 | |
| 11 | H2O/EtOH | 84 | 84 | – | 6.99 | |
| 12 | H2O/EtOH (80°C) | 51 | 47 | 4 | 3.91 | |
| 13 | C4 | H2O | 48 | 48 | – | 3.99 |
| 14 | EtOH | 72 | 67 | 5 | 5.58 | |
| 15 | H2O/EtOH | 94 | 92 | 2 | 7.66 | |
| 16 | C1g | H2O | 29 | 29 | – | 2.41 |
| 17 | EtOH | 42 | 40 | 2 | 3.33 | |
| 18 | H2O/EtOH | 86 | 86 | – | 7.16 | |
| 19 | C4g | H2O | 68 | 58 | 10 | 4.83 |
| 20 | EtOH | 46 | 44 | 2 | 3.66 | |
| 21 | H2O/EtOH | 86 | 86 | – | 7.16 | |
Catalytic details as in Experimental Section.
Conversion of D-sorbitol to both mono- and di-dehydrated products, determined by GC-MS (Section 6 in Supporting Information).
Yield of 1,4-sorbitan based on original D-sorbitol, determined by GC-MS (Section 6 in Supporting Information).
Yield of isosorbide based on original D-sorbitol, determined by GC-MS (Section 6 in Supporting Information).
Turnover frequency, molmono−dehydratedproduct (6 h)−1, h−1 as unit.
Concentrated H2SO4, 2 mol% H+ loading of conc. H2SO4 over substrate.
