Design and Synthesis of Porphyrins Bearing Rigid Hydrogen Bonding Motifs: Highly Versatile Building Blocks for Self-Assembly of Polymers and Discrete Arrays
| Autor: | Xinxu Shi, Charles Michael Drain, K. M. Barkigia, Jack Fajer |
|---|---|
| Rok vydání: | 2001 |
| Předmět: |
chemistry.chemical_classification
Aldehydes Bearing (mechanical) Molecular Structure Polymers Hydrogen bond Organic Chemistry Molecular Conformation Supramolecular chemistry Hydrogen Bonding Polymer Porphyrin Article law.invention Crystallography chemistry.chemical_compound Mesoporphyrins chemistry Polymerization law Drug Design Molecule Self-assembly |
| Zdroj: | The Journal of Organic Chemistry. 66:6513-6522 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo010108c |
| Popis: | Two aldehydes, 2,6-diacetam ido-4-formylpyridine (7) and 1-butyl-6-formyluracil (11), are used to synthesize five pyridyl and four uracyl meso-subsituted porphyrins. With these complementary porphyrin building blocks, it is possible to build various types of multi-porphyrin supramolecules with different spatial relationships in predefined geometries. The formation and properties of self complementary dimers and a closed tetrameric square are presented as a basis of comparison to the latter system in the solid state. An X-ray structure of 5,10-bis(4-tert-butylphenyl)-15,20-bis-(3,5-diacetam ido-4-pyridyl)porphyrin confirm s its molecularstru cture and reve als a hydrogen-bonded supramolecular organization mediated by water molecules. |
| Databáze: | OpenAIRE |
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