Phosphino(silyl) Nickel Complexes for Alkene Hydroboration Catalysis: Steric Tuning of Pre‐Catalyst Provides High Regioselectivity
Bibliographic record
Abstract
Abstract Bis(phosphino)silyl nickel complexes featuring diethylphosphino donors on the tridentate PSiP ligand are effective pre‐catalysts for room temperature alkene hydroboration with HBPin. Terminal and geminal alkenes, including a wide scope of vinyl arenes, reacted to afford exclusively the linear, anti‐Markovnikov boronate ester product in all cases. Internal alkene substrates undergo Ni‐mediated tandem alkene isomerization‐hydroboration to afford the terminal borylation products with high selectivity. Deuterium labeling studies employing DBPin support a Ni‐H‐based mechanism for this reactivity, whereby alkene isomerization occurs via reversible alkene insertion/β‐hydride elimination steps. We propose that steric tuning of the PSiP ligand influences the observed regioselectivity.
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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) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.002 |
| 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".