Multistimuli-Responsive Fluorescent Switches Based on Spirocyclic Meisenheimer Compounds: Smart Molecules for the Design of Optical Probes and Electrochromic Materials

Marc Villabona, Marina Benet, Silvia Mena, Rabih O. Al-Kaysi, Jordi Hernando, Gonzalo Guirado

Research output: Contribution to journalArticleResearchpeer-review

12 Citations (Scopus)

Abstract

© 2018 American Chemical Society. Fluorescent switches based on spirocyclic zwitterionic Meisenheimer (SZMC) complexes are stimuli-responsive organic molecules with application in a variety of areas. To expand their functionality, novel switching mechanisms are herein reported for these systems: (a) acid- and redox-triggered formation of an additional protonation state with distinct optical properties, and (b) solvent-induced fluorescence modulation. We demonstrate that these new features, which enable both multistimuli and multistate operation of SZMC switches, can be exploited in the preparation of smart organic materials: wide-range pH optical probes, electrochromic and electrofluorochromic films, and polymer-based fluorescent detectors of organic liquids.
Original languageEnglish
Pages (from-to)9166-9177
JournalJournal of Organic Chemistry
Volume83
Issue number16
DOIs
Publication statusPublished - 17 Aug 2018

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