Enantiospecific Photoresponse of Sterically Hindered Diarylethenes for Chiroptical Switches and Photomemories

Overview

Journal Sci Rep

Specialty Science

Date 2015 Mar 18

PMID 25777985

Citations 8

Authors

Wenlong Li

Xin Li

Yongshu Xie

Yue Wu

Mengqi Li

Xin-Yan Wu

Wei-Hong Zhu

He Tian

Affiliations

Soon will be listed here.

Abstract

Light-driven transcription, replication and enzyme catalysis are critically dependent upon a delicate transfer between molecular and supramolecular chirality. Chemists have well realized the impressive stereospecificity over many thermally accessible cycloaddition with chiral catalysts, but making light work in the enantiomer control of diarylethene photocyclization has proved to be more challenging. Here, we report a unique sterically hindered diarylethene (BBTE) system with absolute enantiospecific photocyclization and cycloreversion. Moreover, we have fully separated all the five thermally stable isomers, consisting of one achiral parallel conformer, one pair of anti-parallel ring-open enantiomers, and another pair of ring-closed enantiomers, whose absolute chiral configurations are entirely elucidated by single X-ray crystallographic analyses. The photo-responsive feature exhibits a reversible, complete enantio-control transformation without racemism, offering an unrivaled unimolecular enantiospecific platform for potential applications as bistable chiroptical switches and all-photonic photomemories with optical rotation as non-destructive readout.

Citing Articles

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A highly selective fluorescent probe for detection of Cd and HSO based on photochromic diarylethene with a triazole-bridged coumarin-quinoline group.

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Conformer-dependent self-assembled metallacycles with photo-reversible response.

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Dimethylcethrene: A Chiroptical Diradicaloid Photoswitch.

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