Dynamic Redox Systems as Electrochromic Materials: Bistability and Advanced Response

Takanori Suzuki; Eisuke Ohta; Hidetoshi Kawai; Kenshu Fujiwara; Takanori Fukushima

doi:10.1055/s-2007-973887

ACCOUNT

Dynamic Redox Systems as Electrochromic Materials: Bistability and Advanced Response

Takanori Suzuki*^a, Eisuke Ohta^a, Hidetoshi Kawai^a, Kenshu Fujiwara^a, Takanori Fukushima^b
^a Division of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan
^b ERATO-SORST, Aida Nanospace Project, 2-41, Aomi, Koto-ku, Tokyo 135-0064, Japan
Fax: +81(11)7062714; e-Mail: tak@sci.hokudai.ac.jp;

Abstract

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Abstract

‘Dynamic redox systems’ is the name given to a certain class of compounds that can be reversibly converted into the corresponding charged species accompanied by C-C bond formation/cleavage upon electron transfer. This account details the two major motifs (hexaphenylethane derivatives and butane-1,4-diyl dications) that have been developed in the principal author’s group.

1 Introduction

2 Dynamic Redox Properties

2.1 Dications Twisted by 90°

2.2 Intramolecular Redox Switching of Single Bonds

3 Electrochromism Based on the Dynamic Redox Properties of Hexaphenylethane Derivatives

3.1 Tetraaryldihydrophenanthrenes: Prototype endo Systems

3.2 Electrochiroptical Response System Based on the HPE Skeleton

3.3 Redox Switching for Fluorescence Based on the HPE Skeleton

3.4 Further Advanced Molecular Response System Based on the HPE Skeleton

3.5 HPE-Type Redox System with Another Arylene Spacer

4 Electrochromism Based on the Dynamic Redox Properties of Butane-1,4-diyl Dications

4.1 1,1,2,3,4,4-Hexaarylbutane-1,4-diyl Dications: The Prototype exo System

4.2 Electrochiroptical Response Systems Based on the Butane-1,4-diyl Dication

4.3 Reversible Oligomerization to Oligo(butane-1,4-diyl Dicationic) Species

5 Future Outlook

Key words

carbocations - chirality - electron transfer - spectroscopy - X-ray crystallography

Full Text

References

References and Notes

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