Syntheses, Structures and Reactivity of Metal Complexes of Trindane, Trindene, Truxene, Decacyclene and Related Ring Systems: Manifestations of Three-Fold Symmetry
Bibliographic record
Abstract
The triple condensation of cyclopentanone or indanone to trindane (C15H18) or truxene (C27H18), respectively, provides convenient access to molecular skeletons on which major fragments of the prototypical fullerene C60 can be assembled. In particular, early approaches (both organic and organometallic) towards sumanene, as well as the final successful synthesis, are described. Organometallic derivatives of trindane have been prepared in which Cr(CO)3, Mo(CO)3, [Mn(CO)3]+ or [(C5H5)Fe(CO)2]+ are η6-bonded to the central arene ring. The debromination of hexabromotrindane yields trindene, which forms a tri-anion to which as many as three organometallic fragments, such as Mn(CO)3, W(CO)3Me, or Rh(CO)2, may be attached. Truxene forms complexes whereby three metal fragments can bind either to the peripheral arene rings, or to the five-membered rings, and these can be interconverted via η6 ↔ η5 haptotropic shifts. Truxene also forms a double-decker sandwich with Ag(I) bridges, and decacyclene, C36H18, forms triple-decker sandwiches bearing multiple cyclopentadienyl-nickel or -iron moieties. The organic chemistry of trindane has been investigated, especially with respect to its unexpectedly complex oxidation products, which were only identified unambiguously via X-ray crystallography. The three-fold symmetric trindane framework has also been used as a template upon which a potential artificial receptor has been constructed. Finally, the use of truxene and truxenone derivatives in a wide range of applications is highlighted.
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How this classification was reachedexpand
Full frame distilled prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.002 | 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) | 0.000 | 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 teacher head, 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".