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Combined reversible switching of ECD and quenching of CPL with chiral fluorescent macrocycles.
Journal article

Combined reversible switching of ECD and quenching of CPL with chiral fluorescent macrocycles.

  • Homberg A Department of Organic Chemistry , University of Geneva , Quai Ernest Ansermet 30 , 1211 Geneva 4 , Switzerland . Email: Jerome.lacour@unige.ch.
  • Brun E Department of Organic Chemistry , University of Geneva , Quai Ernest Ansermet 30 , 1211 Geneva 4 , Switzerland . Email: Jerome.lacour@unige.ch.
  • Zinna F Department of Organic Chemistry , University of Geneva , Quai Ernest Ansermet 30 , 1211 Geneva 4 , Switzerland . Email: Jerome.lacour@unige.ch.
  • Pascal S Department of Organic Chemistry , University of Geneva , Quai Ernest Ansermet 30 , 1211 Geneva 4 , Switzerland . Email: Jerome.lacour@unige.ch.
  • Górecki M Dipartimento di Chimica e Chimica Industriale , Università di Pisa , Via Moruzzi 13 , 56124 Pisa , Italy.
  • Monnier L Department of Organic Chemistry , University of Geneva , Quai Ernest Ansermet 30 , 1211 Geneva 4 , Switzerland . Email: Jerome.lacour@unige.ch.
  • Besnard C Laboratoire de Cristallographie , University of Geneva , Quai Ernest Ansermet 24 , 1211 Geneva 4 , Switzerland.
  • Pescitelli G Dipartimento di Chimica e Chimica Industriale , Università di Pisa , Via Moruzzi 13 , 56124 Pisa , Italy.
  • Di Bari L Dipartimento di Chimica e Chimica Industriale , Università di Pisa , Via Moruzzi 13 , 56124 Pisa , Italy.
  • Lacour J Department of Organic Chemistry , University of Geneva , Quai Ernest Ansermet 30 , 1211 Geneva 4 , Switzerland . Email: Jerome.lacour@unige.ch.
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  • 2018-10-13
Published in:
  • Chemical science. - 2018
English Straightforward synthesis and resolution of a series of chiral fluorescent macrocycles are presented, together with their electronic circular dichroism (ECD), strong excimer fluorescence (EF, λ 300 to 650 nm) and allied highly circularly polarized luminescence (CPL, g lum up to 1.7 × 10-2). The ECD, EF and CPL responses are strongly affected by the presence of metal ions (Na+, Ba2+) thanks to deep conformational changes. While ECD signals can be almost completely reversibly inverted upon the complexation/decomplexation of metal ions in a typical binary response, CPL signals are reversibly quenched concomitantly. The designed macrocycles display thus a remarkable combination of both +/- ECD and on/off CPL reversible switching.
Language
  • English
Open access status
gold
Identifiers
Persistent URL
https://folia.unifr.ch/global/documents/46717
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