Phenyl boronic acid complexes of diols and hydroxyacids
Bibliographic record
Abstract
Cumulative formation constants for the interaction of phenyl boronic acids with 1,2-diols and structurally related α-hydroxy carboxylic acids were determined by potentiometric titration in aqueous solution. Although there is a significant electronic effect on the acidity of phenyl boronic acid (ρ = 2.1), there is no marked electronic effect on the stability of the complexes. Rather, the complexes are significantly destabilised by adjacent anionic groups, by steric interactions across the face of the cyclic boronate ester and by angle strain within the boronate ester ring. Binding that is nearly independent of pH is observed for some favourably constituted α-hydroxy acid complexes as a result of the relatively high acidity of the acids, which in turn allows tetrahedral boronate complexes to persist in acidic solution (pH < 3). Boronate complex stability is remarkably sensitive to steric and electrostatic factors.
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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) | 0.001 | 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".