Issue 39, 2024
From the journal:

Chemical Communications

A chiral photoswitch based on enantiospecific interconversion between binaphthyl and helicenoid skeletons†

Tetsuya Nakagawa, ORCID logo a   Ryuji Kato,a   Yuichi Iiyoshi,a   Masaki Furuya,a   Tomoki Kitano,a   Ryo Nakamura,a   Yasushi Yokoyama ORCID logo a  and  Takashi Ubukata ORCID logo *ab  

* Corresponding authors

a Department of Chemistry and Life Science, Graduate School of Engineering Science, Yokohama National University, 79-5, Tokiwadai, Hodogaya, Yokohama, Kanagawa 240-8501, Japan
E-mail: ubukata-takashi-wy@ynu.ac.jp

b Typhoon Science and Technology Research Center (TRC), Institute for Multidisciplinary Sciences (IMS), Yokohama National University, 79-5, Tokiwadai, Hodogaya, Yokohama, Kanagawa 240-8501, Japan

Abstract

A novel chiral photoswitch composed of a binaphthyl unit and a hexafluorocyclopentene ring has been synthesized. This chiral photoswitch exhibited thermally reversible photochromism between the binaphthyl and helicenoid forms based on 6π-electrocyclization. The helicity of the binaphthyl moiety was reversed upon stereospecific photocyclization and reverted back during the thermal ring opening.

Graphical abstract: A chiral photoswitch based on enantiospecific interconversion between binaphthyl and helicenoid skeletons

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D4CC00364K
Article type
Communication
Submitted
25 Jan 2024
Accepted
27 Mar 2024
First published
02 Apr 2024

Chem. Commun., 2024,60, 5149-5152

Permissions

Request permissions

A chiral photoswitch based on enantiospecific interconversion between binaphthyl and helicenoid skeletons

T. Nakagawa, R. Kato, Y. Iiyoshi, M. Furuya, T. Kitano, R. Nakamura, Y. Yokoyama and T. Ubukata, Chem. Commun., 2024, 60, 5149 DOI: 10.1039/D4CC00364K

To request permission to reproduce material from this article, 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 publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements