Highly Twisted Aryl‐Anthraquinodimethanes: Synthesis, Characterization, and Fluorescence Sensing of TNT
Bibliographic record
Abstract
A series of anthraquinodimethane (AQ) derivatives substituted with sterically hindered arene groups, including pyrene, tetraphenylethene (TPE), and anthracene, was successfully synthesized through Suzuki–Miyaura cross‐coupling reactions under optimized conditions. The molecular structures of these aryl‐substituted AQs were determined by single‐crystal X‐ray diffraction (XRD) analysis, while their electrochemical and electronic properties were investigated by cyclic voltammetric (CV), UV/Vis absorption, and fluorescence spectroscopic analyses. Our studies provide an in‐depth understanding of the structure‐property relationships for sterically hindered aryl‐AQ systems. Interesting aggregation‐induced emission (AIE) properties for tetrapyrenyl‐ and tetra(TPE)‐substituted AQs were further disclosed, based on which the applicability of these compounds as highly sensitive fluorescent probes for nitroaromatic explosives such as 2,4,6‐trinitrotoluene (TNT) was demonstrated.
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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) | 0.000 | 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".