Rhodium-catalyzed coupling reactions of multisubstituted alkenes, arylsubstituted allylic amines, esters and alcohols with arylboronic acids in aqueous media
Bibliographic record
Abstract
This thesis is divided into three parts. Chapter 1 gives a brief introduction to the recent discoveries of rhodium-catalyzed cross-coupling reactions of alkenes and alkynes with arylboronic acids in aqueous media. The initial investigations on the path to the development of an asymmetric rhodium-catalyzed coupling reaction between multisubstituted alkenes and arylboronic acids are presented in Chapter 2. Multisubstituted alkenes were to be less reactive than monoarylsubstituted ethylenes, giving low or no yield of the desired coupling products. A procedure was developed, which allowed us to overcome the problem of poor reactivity for several of the substrates. A rhodium(I) species catalyzed the coupling reaction between pyridylsubstituted alkenes and o-tolylboronic acid in water when phosphine ligands were not included in the reaction mixture. Chapter 3 describes the first examples of several novel rhodium-catalyzed allylic arylation reactions. The substrates which reacted with arylboronic acids in presence of a rhodium catalyst include: (a) allylic amines; (b) arylsubstituted allylic esters; (c) arylsubstituted allylic alcohols.
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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) | 0.002 | 0.002 |
| Meta-epidemiology (broad) | 0.002 | 0.000 |
| Bibliometrics | 0.001 | 0.002 |
| Science and technology studies | 0.001 | 0.001 |
| Scholarly communication | 0.000 | 0.001 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.002 | 0.002 |
| 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; both teacher heads agree on what is shown here.
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".