Understanding the reversible anodic behaviour and fluorescence properties of fluorenylazomethines — A structure–property study
Bibliographic record
Abstract
A series of fluorenylazomethine dyads and triads were prepared by simple condensation between the corresponding amine and aldehyde fluorene derivatives. These compounds were prepared as model compounds for investigating the effects of substitution and electronic groups on both the electrochemical properties and fluorescence quantum yields. It was found that the oxidation potential could be decreased by both incorporating electron donating groups and increasing the degree of conjugation. It was further found that alkylation in the fluorene’s 9-position increased the azomethine degree of conjugation by forcing all the fluorene moieties to be coplanar with the azomethine bonds to which they are attached. Meanwhile, reversible radical cation behaviour was possible by substituting the terminal 2,2′-positions with atoms other than hydrogen. The radical cation was theoretically found to be distributed evenly across the fluorene, corroborating the reversible anodic behaviour with 2,2′-substitution. The fluorescence quantum yields of the azomethines were not found to be dependent on substitution. This was because the azomethine fluorescence was found to be quenched relative to their precursors regardless of substitution. The fluorescence could be restored at both low temperature and by acid protonation.
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| 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 | 0.001 |
| 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 source (direct Gemma or distilled Codex), 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".