Allylation of aldehydes catalyzed by chiral <i>N</i>,<i>N'</i>-bis(<i>N</i>-methyl-2-methylene-4,5-bisphenyl-imidazole)-1,2-cyclohexane diamine rhodium(III) complexes
Bibliographic record
Abstract
Chiral bis-imidazole rhodium(III) complexes catalyze the allylation of aldehydes by allyltributyltin. The pre-catalyst was readily prepared from chiral N,N'-bis(N-methyl-2-methylene-4,5-bisphenylimidazole)-1,2-cyclohexanediamine, potassium carbonate, and rhodium(III) chloride trihydrate. The rhodium(III) complex produced showed no activity in an allyl transfer process in the presence of the allyltin reagent. However, when silver tetrafluoroborate was added to the pre-catalyst and stirred for 1 h, the resulting system became an efficient catalyst for the allyl transfer process. The reductions produced homo-allyl alcohols with good to excellent yield, although generally with poor facial selectivity (810% ee, aryl aldehydes, 4 examples; 99% ee, aliphatic aldehyde, 1 example).Key words: allylation, aldehydes, enantioselectivity, rhodium(III) tetramine complex.
Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.
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) | 0.000 | 0.000 |
| 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 | 0.000 |
| 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".