Total Syntheses Supramolecular Style: Solid-State Construction of [2.2]Cyclophanes with Modular Control of Stereochemistry
Why this work is in the frame
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Bibliographic record
Abstract
A series of templated solid-state reactions are used to construct the ‘bent’ isomer of the [2.2]cyclophane family of molecules. Small-molecule hydrogen-bond-donor templates based on resorcinol complete the supramolecular construction of ortho-, meta-, and para-[2.2]cyclophanes in the solid state. The family of exo,exo-dicyclobutyl[2.2]cyclophanes forms regiospecifically in up to quantitative yields. The confines of the organic solid state and the modular nature of the template approach allow for the generation of a less stable exo,endo-[2.2]metacyclophane by simply changing the template to enforce a concomitant change in self-assembly. Our results demonstrate the first completed solid-state construction of each member of the family of [2.2]cyclophanes.
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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 | 0.000 | 0.000 |
| 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 | 0.001 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.000 | 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