2019 Volume 77 Issue 4 Pages 318-329
Conducting charge-transfer complexes and salts have attracted much attention of organic chemists, physicists and materials scientists for 60 years, and is an active research area in the development of functional organic materials. We have been studying the hydrogen-bonded charge-transfer complexes where the cooperation of hydrogen-bond and charge-transfer interactions causes new functions and phenomena induced by the well-defined self-assembled networks and cooperative proton-electron transfer. This review deals with our recent studies on the designs and syntheses of hydrogen-bonded charge-transfer complexes based on the tetrathiafulvalene derivatives with hydrogen-bonding functional groups (nucleobases and imidazoles) and tetracyanoquinodimethane radical anion salts with protonated oligo (imidazole) cations. The investigations revealed that the self-assembling ability by hydrogen-bonds constructs various supramolecular architectures involving the conduction columns and further that the donor-acceptor hydrogen-bonds modulates the electronic structure producing highly conductive charge-transfer complexes.