Chiral Self-Assembly of Zinc and Magnesium Porphyrins with Enantiopure Cyclohexanohemicucurbiturils in Solution and in Solid State
Bibliographic record
Abstract
High Resolution Image Download MS PowerPoint Slide Chiral self-assembled supramolecular networks offer great potential for new chiral materials. We report the predictable self-assembly of metalloporphyrins with chiral cyclohexanohemicucurbit[ n ]urils (cycHC[6] and cycHC[8]), where cycHC[ n ] chirality is transferred to achiral porphyrins in solution and the solid state. Solvent and porphyrin substituents directed the formation of 31 novel complexes characterized by single-crystal X-ray diffraction. All complexes feature metal–urea coordination centers, with architectures ranging from discrete complexes to 1D, helical 1D, and 2D square-grid coordination polymers, governed by the shape and binding strength of cycHC[ n ]s. Noncovalent interaction analysis highlighted van der Waals interactions alongside metal–oxygen coordination. In solution, binding strengths ranged from 690 to 1,840,000 M –1, while electronic circular dichroism (ECD) g -factors remained consistent. Solid-state measurements revealed a 10-fold increase in induced ECD intensity in the Soret region, attributed to chiral aggregation and interporphyrin exciton coupling. Vibrational circular dichroism showed chirality induction in the infrared range, with the g -factor of cycHC[6] carbonyl signals increasing 10-fold upon complexation. These results demonstrate the robustness of hemicucurbituril–metalloporphyrin supramolecular systems for developing advanced chiral sensing materials.
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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) | 0.000 | 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 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".