Improved Chiral Olefin Metathesis Catalysts: Increasing the Thermal and Solution Stability <i>via</i> Modification of a <i>C</i><sub>1</sub>‐Symmetrical N‐Heterocyclic Carbene Ligand
Why this work is in the frame
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Bibliographic record
Abstract
Abstract Four new ruthenium‐based olefin metathesis catalysts that possess an N‐heterocyclic carbene (NHC) ligand with benzyl (Bn) or or n ‐propyl ( n ‐Pr) N‐alkyl groups have been prepared. The synthetic routes developed for the synthesis of the required dihydroimidazolium salts are general. Catalysts bearing larger NHC ligands with larger N‐alkyl groups displayed improved thermal and solution state stability up to 80 °C. The reactivity of the new catalysts in ring‐closing metathesis is directly related to the increased steric bulk of the NHC ligand. The new catalysts have been evaluated in desymmetrization reactions and the nature of the N‐alkyl group of the NHC ligands has been shown to have an important effect on the observed enantioselectivities.
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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 | 0.003 |
| 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) | 0.000 | 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