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Large-Scale Synthesis of Helicene-Like Molecules for the Design of Enantiopure Thin Films with Strong Chiroptical Activity

  • Amina Bensalah-Ledoux
  • , Delphine Pitrat
  • , Thibault Reynaldo
  • , Monika Srebro-Hooper
  • , Barry Moore
  • , Jochen Autschbach
  • , Jeanne Crassous
  • , Stéphan Guy
  • , Laure Guy
  • Universite Claude Bernard Lyon 1
  • École normale supérieure de Lyon
  • Université de Rennes
  • Jagiellonian University in Kraków
  • SUNY Buffalo

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Helicenes are fascinating molecules owing to their unusual properties and applications in many fields from catalysis to organic electronics. Herein, we report a straightforward pathway for the synthesis of helicene-like molecules on a gram scale in an enantiopure form. Thin-film materials with good propagating optical properties and very high chiroptical responses have been grown by using pulsed laser ablation without altering the structure or the enantiopurity of the molecules. Moreover, electronic and vibrational circular dichroism spectroscopies coupled with theoretical calculations enabled some dependences of the chiroptical properties with the structure to be highlighted, for example, effects of rigidification, aromatization, or the state of matter (liquid versus solid).

Original languageEnglish
Pages (from-to)3333-3346
Number of pages14
JournalChemistry - A European Journal
Volume22
Issue number10
DOIs
StatePublished - Mar 1 2016

Keywords

  • chiroptical properties
  • circular dichroism
  • dibenzo[c]acridine derivatives
  • helicenes
  • thin films

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