Merging polyacenes and cationic helicenes: from weak to intense chiroptical properties in the far red region

Romain Duwald; Johann Bosson; Simon Pascal; Stéphane Grass; Francesco Zinna; Céline Besnard; Lorenzo Di Bari; Denis Jacquemin; Jérôme Lacour

doi:10.1039/C9SC05407C

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Merging polyacenes and cationic helicenes: from weak to intense chiroptical properties in the far red region†

Romain Duwald,^a Johann Bosson,

^a Simon Pascal,

^a Stéphane Grass,^a Francesco Zinna,

^ab Céline Besnard,

^c Lorenzo Di Bari,

^b Denis Jacquemin

*^d and Jérôme Lacour

*^a

Author affiliations

* Corresponding authors

^a Department of Organic Chemistry, University of Geneva, Quai Ernest Ansermet 30, 1211 Geneva 4, Switzerland
E-mail: jerome.lacour@unige.ch

^b Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Moruzzi 13, 56124 Pisa, Italy

^c Laboratoire de Cristallographie, University of Geneva, Quai Ernest Ansermet 24, 1211 Geneva 4, Switzerland

^d CEISAM, UMR CNRS 6230, Université de Nantes, 2 rue de la Houssinière, 44322 Nantes, France
E-mail: Denis.Jacquemin@univ-nantes.fr

Abstract

A series of helical tetracenes and pentacenes was synthesized from cationic [6] and [4]helicene precursors. These colorful acenes fluoresce in the far red region. While [4]helicene-based pentacenes exhibit chiroptical properties mainly in the UV region, [6]helicene-derived tetracenes show enhanced ECD in the visible range, in addition to clear CPL responses. This difference is rationalized using first principles.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C9SC05407C
Article type: Edge Article
Submitted: 25 Oct 2019
Accepted: 05 Dec 2019
First published: 05 Dec 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry

Download Citation

Chem. Sci., 2020,11, 1165-1169

Permissions

Request permissions

Merging polyacenes and cationic helicenes: from weak to intense chiroptical properties in the far red region

R. Duwald, J. Bosson, S. Pascal, S. Grass, F. Zinna, C. Besnard, L. Di Bari, D. Jacquemin and J. Lacour, Chem. Sci., 2020, 11, 1165 DOI: 10.1039/C9SC05407C

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Science

Merging polyacenes and cationic helicenes: from weak to intense chiroptical properties in the far red region†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Merging polyacenes and cationic helicenes: from weak to intense chiroptical properties in the far red region

Social activity

Search articles by author

Spotlight

Advertisements