Synthesis of Diiodinated Biphenyls and Iodinated <i>meta</i>‐Terphenyls by Regioselective Suzuki–Miyaura Cross‐Coupling Reactions of 5‐Substituted 1,2,3‐Triiodobenzenes
Bibliographic record
Abstract
Abstract A variety of 2,3‐diiodinated biphenyl and iodinated meta ‐terphenyl derivatives were synthesized by a regioselective Suzuki–Miyaura cross‐coupling reaction of 5‐substituted 1,2,3‐triiodobenzenes. By using 1 equiv. of arylboronic acid, the Suzuki–Miyaura reaction yielded 2,3‐diiodinated biphenyl derivatives with excellent regioselectivity. The coupling reaction predominantly occurred at the terminal position of the 5‐substituted 1,2,3‐triiodobenzene, which is the less sterically hindered and more electronically deficient site. With 2 equiv. of arylboronic acids, the one‐pot reaction provided iodinated meta ‐terphenyls in good yields. This facile and efficient one‐step method is also quite general in scope as well as scalable.
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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 | 0.003 |
| 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 | 0.001 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.001 |
| Insufficient payload (model declined to judge) | 0.001 | 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".