Photoisomerization of 1-Phenyl-2-(pyridin-2-yl)indole BMes<sub>2</sub>: The Dark Isomer
Bibliographic record
Abstract
A new member of photochromic N,C-chelate organoboron compounds, BMes2(Py-N-Ph-In) ( 1 ), where Mes = mesityl, Py-N-Ph-In = 1-Ph-2-(2-Py)-indolyl, has been synthesized, and its photo-thermal isomerization properties have been investigated. Upon irradiation by UV light (365 nm), compound 1 isomerizes to compound 1a, changing color from light yellow to dark turquoise-green with the disappearance of the green fluorescence of 1 . This process involves the breaking/formation of a B−C bond and a C−C bond and is thermally reversible. Compound 1a finally allowed us to obtain suitable crystals. The crystals of the dark isomer 1a were isolated, and its structure was determined by a single-crystal X-ray diffraction analysis, which confirms the formation of a C−C bond between the indolyl ring and a mesityl ring, the dearomatization of the mesityl ring, and the presence of a BC2 triangle in 1a . NMR and DFT computational data further support that 1a is an analogue of the dark isomers generated from previously reported N,C-chelate BMes2 compounds.
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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 | 0.000 |
| Insufficient payload (model declined to judge) | 0.002 | 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".