In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Investigation of cation binding and sensing by new crown ether core substituted naphthalene diimide systems, published in 2019, which mentions a compound: 33941-15-0, mainly applied to naphthalene diimide crown ether cation binding electrostatic interaction, Electric Literature of C12H25NO5.
Crown ethers are effective at binding cations and through substitution onto the core of photoactive naphthalene diimide mols. (NDIs), cation binding can be detected via changes in UV-visible absorption and/or fluorescence emission. In this work, two new NDI-crown ether cation sensors (aza-15-crown-5 ether NDI, 5, and aza-18-crown-6 ether NDI, 6) have been synthesized and changes in UV-visible and fluorescence spectra upon addition of various cations investigated. A substantial blue shift in the UV-visible absorption of 75 nm was observed for 6 with a 1 : 1 addition of Na+ or K+, providing a clear colorimetric readout, however, no significant spectral changes were observed for 5 with the cations trialled at this level of analyte. Calcium cations do, however, elicit a response from 5 at substantially higher molar ratios, with some perturbation of the absorption spectrum observable, and an approx. six-fold increase in fluorescence emission. Theor. calculations indicate that for 6, K+ and Na+ bind to the ether oxygens resulting in a blue shift similar to that observed exptl. Ca2+ however, was found to bind quite differently with 5via both the ether oxygens and the carbonyl group on the NDI. This observation highlights how small structural changes can lead to different and unexpected behavior and that investigation of underlying binding mechanisms is important to inform the rational design of future systems.
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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem