Conversion of Isosorbide Diacetate to 1,6-Diacetoxyhexane by a Combined Hetero-/Homogeneous Tandem Catalyst System
Bibliographic record
Abstract
The combination of Ru/C with La(OTf) 3 as the activating Lewis acid and dimethylsulfone (DMS) as a modifier in HOAc solvent enables the conversion of the glucose derivative isosorbide diacetate (2,5-di- O -acetyl-1,4:3,6-dianhydro- d -glucitol) to 1,6-diacetoxyhexane (hexane-1,6-diyl diacetate) in up to 22% yield with a blend of alkanes as side-products resulting from total hydrodeoxygenation (HDO) of the substrate. Serendipitously, the use of DMS added as an internal standard and initially assumed to be inert led to the modification of the catalyst, effecting attenuated catalyst system activity and thus higher selectivity. This allows for the persistence of the partially deoxygenated desired acetylated α,ω-diol product in the reaction mixture. SEM-EDS and XPS analyses of the recovered catalyst showed that the modification consists of a concomitant deposition of La 3+ and sulfur on the catalyst surface.
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How this classification was reachedexpand
Full frame distilled prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.001 | 0.003 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.000 | 0.002 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one teacher head, not a consensus.
How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".