Far-red absorbing azodipyrrin dyes — Synthesis, X-ray crystallographic, and spectral characterization of 1,9-diazodipyrrins and their metal complexes
Bibliographic record
Abstract
A series of novel 1,9-diazodipyrrins (4) were readily synthesized by reacting aryldiazonium salts with 5-aryldipyrromethanes under both acidic and basic conditions. The zinc complex of 1,9-diphenylazodipyrrin (5aZn) was confirmed by X-ray crystallographic analysis, and 1,9-diazodipyrrins and their zinc and nickel complexes (5M) were characterized by 1 H and 13 C NMR, IR, UV–vis, and MS. All of the metal complexes absorb almost all colours of the rainbow; the absorption maximums are >650 nm and the half-band widths are over 100 nm. The fluorescence of the zinc complexes of 1,9-diphenylazodipyrrin (5aZn) and 1,9-di(2-iodophenylazo)dipyrrin (5cZn) were also explored.
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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 | 0.000 | 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) | 0.001 | 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".