Isocyanates and Isocyanides as Substrates for the Acid-Mediated Ring Expansion of Cyclotriphosphanes: Access to 1-imino-2-oxo-3,4,5-triphospholanes and 1-imino-2,3,4-triphosphetanes
Why this work is in the frame
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Bibliographic record
Abstract
Herein we report the acid-mediated insertion of isocyanates and isocyanides into the cyclotriphosphane (PtBu)3 to yield 1-imino-2-oxo-3,4,5-triphospholanes (1R) and 1-imino-2,3,4-triphosphetanes (2R), respectively. The insertion of both substrates into (PtBu)3 proceeds in a manner distinct from related insertions into organic substrates such as epoxides and donor-acceptor cyclopropanes. Critically, the insertion of isocyanides proceeds with 100% atom economy, and may be performed using catalytic Brønsted or Lewis acid with only a mild decrease in selectivity. The use of compounds of the type 1R and 2R in coordination chemistry was explored by reaction with [Rh(COD)Cl]2. In both cases the heterocycles bind rhodium selectively through the least sterically encumbered phosphorus atom.
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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 | 0.001 |
| Meta-epidemiology (narrow) | 0.001 | 0.001 |
| Meta-epidemiology (broad) | 0.002 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| Science and technology studies | 0.001 | 0.001 |
| Scholarly communication | 0.001 | 0.001 |
| Open science | 0.001 | 0.001 |
| Research integrity | 0.001 | 0.001 |
| 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 it