Abstract
A novel methodology for the synthesis of bis-crown ethers has been developed. The preparative route takes advantage of an efficient single electron transfer promoted photomacrocyclization reaction of polyether branched bisphthalimides which contain alpha-trimethylsilylmethyl groups at terminal positions. The generality of the methodology was demonstrated by its application to the synthesis of symmetric and unsymmetric bis-crown ethers of various ring sizes. Finally, the metal cation binding and fluorescence emission properties of the bis-crowns, prepared by using the developed procedure, were briefly explored.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Crown Ethers / chemical synthesis*
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Crown Ethers / chemistry
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Crown Ethers / radiation effects
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Cyclization
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Electrons
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Light
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Macrocyclic Compounds / chemical synthesis*
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Macrocyclic Compounds / chemistry
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Macrocyclic Compounds / radiation effects
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Metals / chemistry
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Molecular Structure
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Organometallic Compounds / chemical synthesis
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Organometallic Compounds / chemistry
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Organometallic Compounds / radiation effects
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Photochemistry
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Phthalimides / chemistry
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Stereoisomerism
Substances
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Crown Ethers
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Macrocyclic Compounds
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Metals
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Organometallic Compounds
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Phthalimides