Exploring the Lewis Acidity and Reactivity of Neutral Pentacoordinate Dithienophospholes
Bibliographic record
Abstract
A series of luminescent, neutral pentacoordinate dithieno[3,2-b:2',3'-d]phosphole compounds was synthesized by [4+1] cycloaddition of o-quinones with the corresponding trivalent phospholes. The electronic and geometrical modification of the π-conjugated scaffold implemented here impacts the aggregation behavior of the species in solution. It proved successful in generating species with improved Lewis acidity of the phosphorus center that was then leveraged for small-molecule activation. Hydride abstraction from an external substrate involving the hypervalent species is followed by an intriguing P-mediated umpolung from the hydride to a proton and supports the catalytic potential of this class of main-group Lewis acids for organic chemistry. This study is a comprehensive investigation into various methods, including electronic, chemical, geometric modifications (and sometimes combinations of these approaches) to systematically improve the Lewis acidity of neutral and stable main-group Lewis acids with practical value for a range of chemical transformations.
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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 | 0.000 |
| 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".