Synthesis and spectroelectrochemical investigation of two tetraarylporphyrins
Bibliographic record
Abstract
A free-base tetraarylporphyrin was synthesized by the [2+2] macrocyclization of a dipyrromethane derivative with 3,4,5-tris(dodecyloxy)benzaldehyde in 61% yield. The free-base porphyrin was metallated with zinc acetate in 94% conversion. The free-base and metallated porphyrins show typical intense Soret bands at 426 and 425 nm, respectively, along with the expected number and intensity of Q-bands. Both porphyrins are also fluorescent and display small Stokes shifts between 13 and 18 nm. Cyclic voltammetry established that each porphyrin underwent two reversible one-electron oxidations at 492 and 725 mV (vs Fc/Fc+ (ferrocene reference)) for the free-base porphyrin and at 329 and 589 mV (vs Fc/Fc+) for the Zn-metalloporphyrin. Electron-transfer rates were also determined to fall between 1.2 × 10−3 and 2.4 × 10−3 cm s–1. In addition, spectroelectrochemistry and density functional theory calculations of the oxidized products were carried out to confirm the macrocyclic ring oxidations.
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| 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 source (direct Gemma or distilled Codex), 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".