Synthesis, Structures, and Properties of the Phosphonium-1-indenylide (PHIN) Ligands 1-C<sub>9</sub>H<sub>6</sub>PPh<sub>3</sub>, 1-C<sub>9</sub>H<sub>6</sub>PMePh<sub>2</sub>, and 1-C<sub>9</sub>H<sub>6</sub>PMe<sub>2</sub>Ph and of the Corresponding Ruthenium(II) Complexes [Ru(η<sup>5</sup>-C<sub>5</sub>H<sub>5</sub>)(η<sup>5</sup>-PHIN)]PF<sub>6</sub>
Bibliographic record
Abstract
Syntheses of the phosphonium-1-indenylide (PHIN) ligands triphenylphosphonium-1-indenylide (1-C 9 H 6 PPh 3, I ), methyldiphenylphosphonium-1-indenylide (1-C 9 H 6 PMePh 2, II ), and dimethylphenylphosphonium-1-indenylide (1-C 9 H 6 PMe 2 Ph, III ) are reported, as are syntheses of the corresponding planar chiral ruthenium(II) complexes [Ru(η 5 -C 5 H 5 )(η 5 -1-C 9 H 6 PPh 3 )]PF 6 ( IV ), [Ru(η 5 -C 5 H 5 )(η 5 -1-C 9 H 6 PMePh 2 )]PF 6 ( V ), and [Ru(η 5 -C 5 H 5 )(η 5 -1-C 9 H 6 PMe 2 Ph)]PF 6 ( VI ). The ruthenium complexes have been characterized by 1 H, 13 C, and 31 P NMR spectroscopy, by X-ray crystallography, and by extensive DFT calculations, which produce optimized geometries consistent with the crystallographic data. The PHIN–Ru bond strengths are calculated to be ∼20 kcal/mol greater than the corresponding benzene–Ru bond strength of [Ru(η 5 -C 5 H 5 )(η 6 -C 6 H 6 )] + and are compatible with the observed configurational stability of the complexes. That interconversion of enantiomers via interfacial exchange of the η 5 -bound ligands does not occur is demonstrated by the observation of diastereotopic phenyl groups in the 1 H NMR spectrum of V and of diastereotopic methyl groups in the 1 H NMR spectrum of VI .
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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) | 0.002 | 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".