Electrocatalytic hydrogenation of lignin models at Raney nickel and palladium-based electrodes
Bibliographic record
Abstract
The electrocatalytic hydrogenation (ECH) of β-O-4 lignin model compounds has been carried out at constant current at Raney nickel and palladium-based cathodes in aqueous sodium hydroxide solution at temperatures ranging from 25 to 75°C. It was found that the hydrogenolysis of phenolic β-arylethyl-aryl ethers with one β-O-4 linkage takes place at both types of electrodes to give a mixture of phenolic compounds. The ECH of 1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-1-ethanol (model 1) at Raney nickel gives guaiacol (9), acetovanillone (11b), alpha-methylvanillyl alcohol (12b), and products derived from their further hydrogenation. The β-O-4 bond is more difficult to cleave upon replacing one hydrogen of the methylene group of 1 by a hydroxymethyl group (see 2). However, model 4 with two β-O-4 linkages obtained by the introduction of an α-methylvanillyl group at the phenolic position of 1 is hydrogenolysed at the same rate as 1 at Raney nickel. Only the C-O aryl bond attached to the hydroxyethylphenol moiety is cleaved. At palladium, the hydrogenolysis of 1 requires only half of the theoretical amount of electricity due to the generation of chemisorbed hydrogen by dehydrogenation of 1 followed by hydrogenolysis of the resulting ketone. A general reaction scheme is proposed for the ECH of model 1.Key words: Lignins, lignin models, electrocatalytic hydrogenation, Raney nickel electrodes, palladium electrodes.
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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) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.000 | 0.000 |
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".