Turning‐on the Quenched Fluorescence of Azomethines through Structural Modifications
Bibliographic record
Abstract
Abstract A series of fluorene azomethines were prepared to examine the effect of structural modification on the absolute fluorescence quantum yields (Φ fl ). The change in fluorescence occurring upon reversing the orientation of the azomethine bond, the number of fluorene units, and alkylation at the 9,9′‐positions of fluorene was examined. It was found that Φ fl could be tailored with these structural modifications with 0.05 ≤ Φ fl ≤ 0.45. The highest Φ fl was measured for the trimer derived from 2,7‐diamino fluorene with each fluorene being alkylated at the 9,9′‐positions. The fluorescence quantum yields did not increase at 77 K, implying the absence of fluorescence quenching modes involving internal conversion. Fluorescence enhancement was also not observed upon protonating the imine with trifluoroacetic acid. This confirms that Waldon inversion and isomerization are not fluorescence deactivation modes. Additionally, no photoisomerization was observed either at room temperature or at 77 K when the fluorene derivatives were irradiated at 354 nm. In contrast, the Z photoisomer of a N ‐benzylideneaniline analogue was spectroscopically detected both by absorbance and by 1 H NMR spectroscopy.
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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 | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.001 |
| Insufficient payload (model declined to judge) | 0.004 | 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".