Synthesis of helically twisted [1 + 1]macrocycles assisted by amidinium–carboxylate salt bridges and control of their chiroptical properties
| Autor: | Yoshio Furusho, Eiji Yashima, Yuji Nakatani |
|---|---|
| Rok vydání: | 2013 |
| Předmět: |
Macrocyclic Compounds
Molecular Structure Optical Phenomena Stereochemistry Organic Chemistry Amidines Carboxylic Acids chemistry.chemical_element Zinc Optically active Biochemistry Fluorescence chemistry.chemical_compound chemistry Polymer chemistry Salt metathesis reaction Salts Carboxylate Physical and Theoretical Chemistry Absorption (chemistry) Linker |
| Zdroj: | Org. Biomol. Chem.. 11:1614-1623 |
| ISSN: | 1477-0539 1477-0520 |
| Popis: | A series of optically active, helically twisted [1 + 1]macrocycles connected via o-, m-, and p-linkages (o-2, m-2, and p-2) was prepared from the corresponding linear duplexes stabilized by complementary amidinium–carboxylate salt bridges bearing two arms with terminal vinyl groups at both ends through the ring-closing metathesis reaction in the good yields of 67, 92, and 96%, respectively. The chiroptical properties of the macrocycles were dependent on the linker geometries and could be controlled by acid–base interactions and zinc coordination, the changes in which were detected by their CD and absorption spectral changes and fluorescence colors. |
| Databáze: | OpenAIRE |
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