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The Synthesis of a New Class of Highly Fluorescent Chromones via an Inverse-Demand Hetero-Diels–Alder Reaction

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posted on 2015-07-02, 00:00 authored by Jake R. Zimmerman, Olivia Johntony, Daniel Steigerwald, Cody Criss, Brian J. Myers, David H. Kinder
A new class of fluorophores has been developed utilizing an inverse-demand hetero-Diels–Alder reaction with silyl enol ethers and substituted 3-formylchromones. These compounds yield blue to green fluorescence with quantum yields up to 73%. They also exhibit good potential for use as fluorescent probes in biological systems, as they are cell membrane permeable with low cytotoxicity.