Stable Diradical on the Dimethyldihydropyrene Scaffold
Bibliographic record
Abstract
The diradical character in a molecular architecture can be customized primarily in two ways: first, by employing a quinoidal pro-aromatic system with net energy gained by aromatization that compensates for the energy required to generate the diradical species and, second, by employing an antiaromatic system having easily accessible triplet states that impart a diradical character. We have chosen a 14π aromatic framework, Boekelheide’s dimethyldihydropyrene, and perturbed its aromaticity through the construction of its quinoidal form. The perturbed aromaticity was evident from the bond alteration in the X-ray diffraction structure, 1 H nuclear magnetic resonance chemical shifts, and quantum chemical calculations. The aromaticity was restored as the system underwent a transition to the biradical structure centered on two exocyclic carbons. In addition, upon photoexcitation and without using an external reducing reagent, the diradical could be converted to a radical anion and dianion form easily when dimethylformamide was used as a solvent.
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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 | 0.001 | 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".