Electron-donating methoxyl group position effect on properties of diarylethene derivatives having a pyrazole unit
Bibliographic record
Abstract
New types of asymmetrical photochromic diarylethene derivatives having a pyrazole unit, namely 1-[1,3,5-trimethyl-1-pyrazol-4-yl],2-[2-methyl-5-(4-methoxylphenyl)-1-thien-3-yl]perfluorocyclopentene (1a), 1-[1,3,5-trimethylpyrazol-4-yl],2-[2-methyl-5-(3-methoxylphenyl)-1-thien-3-yl] perfluorocyclopentene (2a), 1-[1,3,5-trimethyl-pyrazol-4-yl],2-[2-methyl-5-(2-methoxylphenyl)-1-thien-3-yl]perfluorocyclopentene (3a), and 1-[1,3,5-trimethyl-pyrazol-4-yl],2-[2-methyl-5-phenyl-1-thien-3-yl]perfluorocyclopentene (4a), were synthesized. Their optical and electrochemical properties, such as photochromism, photochromic cyclization–cycloreversion kinetics, and fluorescence and electrochemical properties were investigated in detail. The results show that all of these compounds have good photochromism, high cycloreversion quantum yield, and relatively strong fluorescence. Their cyclization-cycloreversion processes were determined to be zeroth to first order reactions. The oxidations of diarylethenes 1a–4a were initiated at 0.73, 1.11, 0.79, and 1.03 V, respectively. Furthermore, introduction of the electron-donating methoxyl group at different positions of the terminal phenyl ring was found to strongly influence these optical and electrochemical properties.Key words: photochromism, diarylethene, electron-donating group, optical and electrochemical properties.
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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 | 0.000 |
| 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) | 0.000 | 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".