1λ<sup>5</sup>-Stibaindoles as Lewis Acidic, π-Conjugated, Fluoride Anion Responsive Platforms
Bibliographic record
Abstract
Our interest in anion-responsive materials has led us to investigate the synthesis and properties of derivatives featuring a Lewis acidic antimony(V) moiety integrated within the π-conjugated structure of a 1λ 5 -stibaindole (or 1λ 5 -benzostibole). Starting from an organozirconium reagent, 1,2,3-tris(phenyl)-1-stibaindole ( 1 ) was first synthesized and subsequently allowed to react with o -chloranil and 3,5-di- tert -butyl- o -benzoquinone to afford the corresponding catecholato-1λ 5 -stibaindole derivatives 2 and 3, respectively, as a result of oxidative addition of the o -benzoquinone reagent to the antimony center. Conversion of 1 into 2 and 3 lowers the energy of the antimony-based σ* orbital, thus promoting its conjugation with the π* orbital of the heterocyclic chromophore. As a result of this σ*−π* conjugation, 2 and 3 experience a narrowing of the π–π* energy gap leading to a red shift of the corresponding UV–vis absorption band. This σ*−π* conjugation can be turned off by addition of a fluoride anion, which interacts with the antimony-based σ* orbital. This turn-off response manifests itself in a color change that can be exploited for the detection of ppm levels of fluoride in drinking water samples.
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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 | 0.001 | 0.001 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.001 | 0.001 |
| Scholarly communication | 0.001 | 0.002 |
| Open science | 0.002 | 0.001 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.004 | 0.008 |
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; both teacher heads agree on what is shown here.
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".