Charge‐Transfer Chromophores by Cycloaddition–Retro‐electrocyclization: Multivalent Systems and Cascade Reactions

Abstract

It all clicks into place: The cycloaddition of tetracyanoethylene (TCNE) to electron-rich alkynes (“click” reaction) followed by retro-electrocyclization affords multivalent charge-transfer chromophores that accept up to 24 electrons. The cascade additions of TCNE and tetrathiafulvalene (TTF) to polyynes provides access to conjugated donor–acceptor-substituted [AB] oligomers with promising optoelectronic properties (see scheme).