Incorporation of steroidal biomarkers into petroleum model compounds
Why this work is in the frame
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Bibliographic record
Abstract
A series of fully‐substituted 5,6‐benzoquinolines covalently fused to the chlolestane framework has been synthesized to serve as model compounds for the poorly characterized components found in the heaviest fractions of petroleum, namely the asphaltenes. Acid‐catalyzed cyclocondensation of an aromatic imine with 5‐α‐cholestan‐3‐one gives 5,6‐benzoquinoline cycloadducts incorporating the steroidal biomarker fused to the benzoquinoline system at the 3,4‐positions, with various pendent substituents in the 2‐position. X‐ray crystallography of three such derivatives shows that the solid‐state geometries of these molecules are quite similar, and packing in the solid state appears to be dominated to a great extent by the nature of the pendent substituent. X‐ray crystallography and solution phase circular dichroism spectroscopy together suggest that the conjugated benzoquinoline moiety adopts a helical conformation. Copyright © 2012 John Wiley & Sons, Ltd.
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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) | 0.000 | 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) | 0.000 | 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