A Thermally Stable, Alkene-Free Palladium Source for Oxidative Addition Complex Formation and High Turnover Catalysis
Bibliographic record
Abstract
Oxidative addition complexes play a crucial role in Pd-catalyzed transformations. They are not only key catalytic intermediates, but are also powerful and robust precatalysts, and effective reactants for late-stage functionalization of complex molecules. However, accessing a given oxidative addition complex is often challenging due to a lack of effective and stable palladium sources with the correct reactivity. Herein, we report an easily prepared and bench stable Pd(II) dialkyl complex, DMPDAB–Pd–BTSM (BTSM = bis[trimethylsilylmethyl]), that is a versatile precursor for generating Pd(II) oxidative addition complexes, and a highly active Pd source for in situ catalyst formation in cross-coupling reactions. A crucial aspect of this structure is the absence of alkene-based stabilizing ligands common to other Pd precursors. We demonstrate the utility of this precursor in the formation of several Pd(II) complexes, including phosphine and diimine-ligated oxidative addition complexes, and in high turnover number catalysis of C–O, Suzuki, and Heck coupling reactions.
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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 | 0.001 |
| Meta-epidemiology (broad) | 0.001 | 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 | 0.001 |
| Research integrity | 0.000 | 0.001 |
| 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".