Reactivity of Alkynyl Phosphines with Lewis Acids for the Synthesis of Allenic Phosphonium Borate Zwitterions
Bibliographic record
Abstract
Abstract The reactivity of alkynylphosphines with Lewis acidic boranes has been well established in recent years thanks to the advent of frustrated Lewis pairs (FLPs), often leading to a 1,1‐carboboration reaction and the formation of an intramolecular phosphinoborane FLP. Our group recently discovered that introduction of an ionizable group in the γ‐position of an alkynylphosphine result in an unexpected rearrangement reaction to yield zwitterionic allenic‐phosphonium borate products which are produced via a transient 3‐coordinate phosphonium allenylidene. Herein, we describe how substituent effects on the γ‐carbon impact this reactivity and explore how bis(alkynyl)phosphines behave under similar reaction conditions.
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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 | 0.001 |
| Meta-epidemiology (narrow) | 0.001 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| 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) | 0.001 | 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 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".