Probing the Impact of Added Al(OTf)<sub>3</sub> on DalPhos/Nickel‐Catalyzed <i>N</i>‐Arylations of Amides with (Hetero)aryl Chlorides
Bibliographic record
Abstract
Abstract We disclose herein our study examining the potential activating effect of added aluminum triflate (5 mol %) on the (DalPhos)Ni(aryl)Cl (1 mol % Ni) catalyzed C−N cross‐coupling of primary amides with (hetero)aryl chlorides. In some instances, dramatically improved conversion to product was achieved by use of added aluminum triflate; with furfurylamine catalytic inhibition occurred. The reaction outcome appears to result from the interplay of DalPhos ligand and aryl group within the Ni pre‐catalyst, as well as the identity of the cross‐coupling partners.
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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 | 0.001 | 0.001 |
| Meta-epidemiology (narrow) | 0.000 | 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 | 0.001 |
| 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 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".