Literature DB >> 26797752

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

Amina Bensalah-Ledoux1, Delphine Pitrat2, Thibault Reynaldo3, Monika Srebro-Hooper4, Barry Moore5, Jochen Autschbach5, Jeanne Crassous6, Stéphan Guy1, Laure Guy7.   

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).
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  chiroptical properties; circular dichroism; dibenzo[c]acridine derivatives; helicenes; thin films

Year:  2016        PMID: 26797752     DOI: 10.1002/chem.201504174

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  3 in total

1.  Enantiomerically Pure 5,13-Dicyano-9-oxa[7]helicene: Synthesis and Study.

Authors:  Riddhi Gupta; Trevor A Cabreros; Gilles Muller; Ashutosh V Bedekar
Journal:  European J Org Chem       Date:  2018-09-15

2.  Giant intrinsic circular dichroism of prolinol-derived squaraine thin films.

Authors:  Matthias Schulz; Jennifer Zablocki; Oliya S Abdullaeva; Stefanie Brück; Frank Balzer; Arne Lützen; Oriol Arteaga; Manuela Schiek
Journal:  Nat Commun       Date:  2018-06-20       Impact factor: 14.919

3.  Spatiotemporal Mapping of Efficient Chiral Induction by Helicene-Type Additives in Copolymer Thin Films.

Authors:  Marius Morgenroth; Mirko Scholz; Laure Guy; Kawon Oum; Thomas Lenzer
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-23       Impact factor: 16.823

  3 in total

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