Terminal versus Internal Diiodobenzyl Alcohol Derivatives via Regioselective Metal–Iodine Exchange of 1,2,3‐Triiodoarenes: Synthesis and Antibacterial Activity
Bibliographic record
Abstract
Abstract A wide range of unique diiodobenzyl alcohol building blocks have been synthesized by regioselective metal‐iodine exchange (MIE) reactions using isopropylmagnesium chloride is reported. Remarkably, the regioselectivity of the MIE reaction is easily controlled by both the aldehydes and the 1,2,3‐triiodoarenes to provide either the internal or the terminal products in good yields and in a highly regioselective fashion. The synthesized diiodobenzyl alcohols were tested for in vitro antibacterial activity against two Gram‐positive strains, Micrococcus luteus (ATCC 934) and Staphylococcus aureus (ATCC 29213), and two Gram‐negative strains, Escherichia coli (ATCC 25922) and Serratia marcescens (ATCC 27117). The biological data clearly shows that all tested diiodobenzyl alcohols have selective antibacterial activity against Gram‐positive strains and no activity against Gram‐negative ones. This report discloses a facile protocol for the synthesis of hitherto unknown ortho ‐diiodobenzyl alcohol and 2,3‐diiodobenzyl alcohol derivatives in only one step that is quite general in scope and scalable, with products that are hard to make by any other means.
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 | 0.001 |
| Insufficient payload (model declined to judge) | 0.002 | 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".