Synthesis and Surface Self-Assembly of [3]Rotaxane−Porphyrin Conjugates: Toward the Development of a Supramolecular Surface Tweezer for C<sub>60</sub>
Bibliographic record
Abstract
Surface immobilization of pristine C<sub>60</sub> by supramolecular interactions is an attractive way to introduce C<sub>60</sub> on surfaces since the π-electron network and the electronic properties of C<sub>60</sub> remain intact. Several hosts have been developed for surface complexation of C<sub>60</sub>. With few exceptions, the hosts reported to date are “electronically inert”, limiting the potential applications of pristine C<sub>60</sub>-based devices. In this study, we present the synthesis and self-assembly of a potential tweezer-like host for C<sub>60</sub> having a light-harvesting moiety and an electron-donating unit. More precisely, an azide-containing [3]rotaxane scaffold having ferrocene moieties as blocking group and thioctic acid as anchoring group for a gold surface has been synthesized. This [3]rotaxane has been self-assembled on gold in its protonated (NH<sub>2</sub><sup>+</sup>) (<b>1p</b>) and neutral (NH) (<b>1n</b>) forms and characterized using electrochemistry, XPS, and contact angle measurements. The SAMs were functionalized with free-base and zinc porphyrin using copper-catalyzed 1,3-dipolar cycloaddition in optimized conditions. In combination with C<sub>60</sub>, this new host is expected to form a triad that could potentially be used as active building block in the preparation of nanostructured electrodes for photoelectrochemical application.
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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 | 0.001 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.007 | 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".