Viologen derivatives with extended π-conjugation structures: From supra-/molecular building blocks to organic porous materials

Abstract

Recently, increasing attention has been paid on extending the π-conjugation structures of viologens (1,1′-disubstituted-4,4′-bipyridylium salts) by incorporating planar aromatic units into the bipyridinium backbones. Various viologen derivatives with extended π-conjugation structures have been synthesized, including the N-termini aromatic substituted viologens, the extended π-conjugated viologens (denoted as ECVs) as well as the π-conjugated oligomeric viologens (denoted as COVs). These compounds typically exhibit interesting properties distinguished from those of an isolated viologen unit, which make them as new class of electron deficient supra-/molecular building blocks in supramolecular chemistry and materials science. In this review, we would like to highlight the recent advances of viologen derivatives with extended π-conjugation structures in versatile applications ranging from electrochromic and energy storage materials, the ECV/COV-based supramolecular self-assembly systems including the linear supramolecular polymers and 2D/3D supramolecular organic frameworks (SOFs), to the viologen-based covalent organic frameworks (COFs)/networks. We hope this review will serve as an in-time summary worthy of referring, more importantly, to provide inspiration in the rational design of novel molecules with unexplored properties and functions.