Photoinduced Oxygen Transfer using Nitroarenes for the Anaerobic Cleavage of Alkenes
Bibliographic record
Abstract
Herein we report a visible light promoted method for the cleavage of alkenes into valuable carbonyl derivatives using economical nitroarenes as oxygen transfer reagents. This approach serves as an operationally simple and practical alternative to mainstream oxidative cleavage protocols, such as ozonolysis and the Lemieux–Johnson reaction, with comparable efficiency and without their considerable limitations. Mechanistic studies support that the transformation occurs via a solvent separated ion-pair complex and that the nitroarene undergoes direct photoexcitation to trigger a radical cycloaddition event with alkenes leading to a 1,3,2-dioxazolidine intermediate that fragments to give the desired carbonyl products. A combination of radical clock experiments and in situ PhotoNMR spectroscopy revealed the identities of the key radical species and the putative aryl 1,3,2-dioxazolidine intermediate, respectively.
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| 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 | 0.001 |
| 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 source (direct Gemma or distilled Codex), 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".