Synthesis and Photophysical Properties of 3,8‐Disubstituted 1,10‐Phenanthrolines and Their Ruthenium(II) Complexes
Bibliographic record
Abstract
Abstract The palladium‐catalysed cross‐coupling reaction between 3,8‐dibromo‐1,10‐phenanthroline with phenylacetylene or 3,5‐bis(trifluoromethyl)phenylboronic acid gives good yields of the 3,8‐disubstituted products. These 1,10‐phenanthroline derivatives are used for the formation of novel ruthenium complexes of the type [(tbbpy)2Ru(phenR2)]2+ [where tbbpy = 4,4′‐di‐tert‐butyl‐2,2′‐bipyridine, phen = 1,10‐phenanthroline, R represents the substituents at the 3,8 positions with bromine, phenylacetylene or 3,5‐bis(trifluoromethyl)phenyl]. All compounds are completely characterised by NMR and UV/Vis spectroscopy, MS, electrochemical measurements and Raman and resonance Raman spectroscopy. The photophysical properties indicate a strong influence of the substitution of the phenanthroline ligand on the absorption, emission and Raman properties. With resonance Raman spectroscopy the localisation of the singlet metal‐to‐ligand charge‐transfer (1MLCT) excited state is determined. Thesolid‐state structures of 3,8‐dibromo‐1,10‐phenanthroline (phenBr2) and the corresponding ruthenium complex [(tbbpy)2Ru(phenBr2)]2+ and a structural motif of [(tbbpy)2Ru{phen‐3,8‐bis[3,5‐bis(trifluoromethyl)phenyl]}]2+ are also reported. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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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".