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

  • Satsuki Matsuura
    Division of Applied Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628 , Japan
  • Jumpei Taguchi
    Division of Applied Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628 , Japan
  • Tomohiro Seki
    Division of Applied Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628 , Japan
  • Hajime Ito
    Division of Applied Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628 , Japan

Abstract

<jats:title>Abstract</jats:title> <jats:p>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.</jats:p>

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