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Synthesis and Optical Properties of <i>C</i>,<i>N</i>-Swapped Boranils Derived from Potassium Acyltrifluoroborates

Satsuki Matsuura, Jumpei Taguchi, Tomohiro Seki, Hajime Ito

2021Bulletin of the Chemical Society of Japan10 citationsDOI

Abstract

Abstract Novel C,O-chelated bora-heterocycles were synthesized. Reaction of potassium acyltrifluoroborates with tetrahydroquinolin-8-ol furnished C,N-swapped boranils in a single step. All five obtained borates showed photoluminescence in solid state. One of them showed yellow-to-orange reversible mechanochromic luminescence. Further derivatization afforded a B-chiral borate with an O,C,O-tridentate ligand that showed significant thermochromism.

Topics & Concepts

ChemistryThermochromismLuminescenceBoronDerivatizationPhotoluminescenceChelationSolid-statePotassiumLigand (biochemistry)Orange (colour)PhotochemistryMedicinal chemistryPolymer chemistryInorganic chemistryOrganic chemistryPhysical chemistryHigh-performance liquid chromatographyReceptorPhysicsFood scienceBiochemistryOptoelectronicsOpticsLuminescence and Fluorescent MaterialsOrganoboron and organosilicon chemistryRadical Photochemical Reactions
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