Photoluminescence, Electroluminescence, and Complex Formation of Novel <i>N</i>-7-Azaindolyl- and 2,2‘-Dipyridylamino-Functionalized Siloles
Bibliographic record
Abstract
New silole compounds based on the 7-azaindolyl and 2,2‘-dipyridylamino groups, 1,1-dimethyl-2,5-bis(4- N -7-azaindolylphenyl)-3,4-diphenylsilole ( 1 ), 1,1-dimethyl-2,5-bis(4‘- N -7-azaindoylbiphenylyl)-3,4-diphenylsilole ( 2 ), 1,1-dimethyl-2,5-bis( p -2,2‘-dipyridylaminophenyl)-3,4-diphenylsilole ( 3 ), and 1,1-dimethyl-2,5-bis( p -2,2‘-dipyridylaminobiphenylyl)-3,4-diphenylsilole ( 4 ), have been synthesized and structurally characterized. These new silole compounds are capable of binding to metal ions as demonstrated by the zinc(II) complex 5 obtained from the reaction of 3 with Zn(O 2 CCF 3 ) 2 (H 2 O) 3, where 3 functions as a bridging-chelating ligand to zinc(II) ions. The structure of siloles 1 and 3, and complex 5 were determined by single-crystal X-ray diffraction analyses. Compound 5 displays an extended 1D polymer structure in the solid state with alternating molecules of 3 and a dinuclear unit of Zn 2 (O 2 CCF 3 ) 4 (H 2 O). Compounds 1 − 4 are bright green emitters in solution and in the solid state with emission λ max at 506, 511, 519, and 516 nm, respectively. In contrast, the emission maximum of complex 5 is blue-shifted (λ max = 488 nm), which is attributed to the disruption of the conjugation of the functionalized phenyl rings with the central silole ring by zinc(II) coordination, as revealed by X-ray diffraction analysis. Electroluminescent devices using compounds 1 and 3 as the emitting layer and the electron-transporting layer have been fabricated successfully.
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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".