Cooperative Effect of Spacer and Lewis Base on Highly Reversible Spectral Changes of the Octaethylporphyrin Chromatic System in Sensitivity, Stability, and Visibility to Trifluoroacetic Acid

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  • Hideto Kempe
    Graduate School of Innovative Life Science, University of Toyama, 3190 Gofuku, Toyama 930-8555
  • Junya Yamamoto
    Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama 930-8555
  • Miki Ishida
    Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama 930-8555
  • Nobutomo Takahashi
    Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama 930-8555
  • Junro Yoshino
    Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama 930-8555
  • Naoto Hayashi
    Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama 930-8555
  • Hiroyuki Higuchi
    Graduate School of Innovative Life Science, University of Toyama, 3190 Gofuku, Toyama 930-8555

Abstract

<jats:title>Abstract</jats:title> <jats:p>The diacetylene-group connected chromatic system of [octaethylporphyrin]-[spacer]-[Lewis base] triads (OEP-SPC-LB) was conclusively studied, in which a trigger-like interaction of the terminal LB with trifluoroacetic acid (TFA) dramatically affects the inherent electronic properties of OEP. The 1H NMR, IR, and electronic absorption spectral properties of these OEP derivatives were examined, and were contemplated in view of a cooperative effect of SPC and LB on their OEP nucleus. Based on the results from this study, the structural elements for molecular design will be proposed in order to improve their reversible spectral changes between neutral and acidic media in terms of sensitivity, stability, and visibility to TFA.</jats:p>

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