Cleavage of Unstrained C−C Bonds in Acenes by Boron and Light: Transformation of Naphthalene into Benzoborepin
Bibliographic record
Abstract
Abstract Naphthalene and acenaphthene with peri 2‐py and BMes 2 (py=pyridyl, Mes=mesityl) substituents have been found to undergo facile phototransformation, cleavage of a C−C bond of naphthalene, and formation of 2‐py‐bound benzoborepins as the major products. Mechanistic pathways of this photoreaction have been established by examination of both excited and ground states by using CASSCF and CASPT2 methods in DFT and time‐dependent DFT calculations. The mesityl to py‐naphthyl charge‐transfer transition and the mesityl migration from the boron atom to the naphthyl moiety drive this unprecedented C−C bond cleavage and boron‐insertion reaction.
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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 | 0.000 | 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".