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Crown Ethers

Crown Ethers

Crown ethers are cyclic polyethers that contain multiple oxygen atoms, usually arranged in a regular pattern. The first crown ether was synthesized by Charles Pederson while working at DuPont in 1967. For this work, Pedersen was co-awarded the 1987 Nobel Prize in Chemistry. Crown ethers are named using the formula x-crown-y, where x is the total number of atoms in the ring and y is the number of ether oxygen atoms. The term 'crown' refers to the crown-like shape that these ether molecules take.

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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

PyC60-naphthacrown system: a new supramolecular recognition element.

Debabrata Pal¹, Kshama Kundu², Sandip K Nayak²

¹Department of Chemistry, The University of Burdwan, Golapbag, Burdwan 713 104, India.

Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy

|December 3, 2014

Summary

Fulleropyrrolidine (PyC60) and a bridged cyclic crown ether receptor spontaneously self-assemble, forming a supramolecular complex. This discovery enhances molecular recognition capabilities for future applications.

Keywords:

Binding constant MEP Naphthacrown PyC(60)Self-assembly

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Area of Science:

Supramolecular Chemistry
Organic Chemistry
Photochemistry

Background:

Crown ethers are essential macrocyclic receptors.
Fullerene derivatives offer unique electronic and structural properties.
Self-assembly is a key strategy in constructing complex molecular architectures.

Purpose of the Study:

To investigate the self-assembly of fulleropyrrolidine (PyC60) with a binaphthyl bridged crown ether macrocyclic receptor (1).
To characterize the resulting supramolecular complex and its binding properties.
To elucidate the mechanism of photoexcited state deactivation in the presence of PyC60.

Main Methods:

Solution-based self-assembly studies.
Binding constant determination using titration methods.
Fluorescence lifetime measurements to study photoinduced processes.

Main Results:

Spontaneous self-assembly of PyC60 and receptor 1 was observed.
A stable supramolecular recognition element was formed with a binding constant of approximately 5.83×10^4 dm^3mol^-1.
Static quenching mechanism identified for the deactivation of the photoexcited state of receptor 1 by PyC60.

Conclusions:

The combination of fulleropyrrolidine and bridged cyclic crown ethers is effective for creating novel supramolecular recognition systems.
The findings support the use of bridged cyclic crown ethers as versatile building blocks for molecular recognition.
This research opens avenues for designing advanced host-guest systems and functional supramolecular materials.