Synthesis and Optical and Electronic Properties of Core-Modified 21,23-Dithiaporphyrins
Bibliographic record
Abstract
Core-modified 21,23-dithiaporphyrins, meso-substituted with both electron-withdrawing 4-phenylcarboxylic acids and related butyl esters, and electron-donating phenyldodecyl ethers were synthesized. The porphyrins displayed broad absorbance profiles that spanned from 400 to 800 nm with molar absorptivities ranging from 2500 to 200000 M(-1) cm(-1). Electrochemical experiments showed the dithiaporphyrins undergo two consecutive, one-electron, quasi-reversible oxidations and reductions at -1.78, -1.43, 0.63, and 0.91 V versus a ferrocene/ferrocenium internal standard. Spectroelectrochemistry and cyclic voltammetry revealed the dithiaporphyrins are stable and can endure many cycles of oxidation and reduction without signs of decomposition. The electronics of the two dithiaporphyrins were similar, and DFT calculations showed the HOMO-LUMO energy difference was smaller than tetrapyrrolic porphyrin analogues. Overall, the combination of desirable electronics, namely: quasi-reversible oxidations and reductions as well as broad absorbance profiles, combined with stability, imply that these core-modified 21,23-dithiaporphyirns could be potentially used as an ambipolar material for organic electronic applications.
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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".