Tetrathiafulvalene- (TTF-) Derived Oligopyrrolic Macrocycles

Atanu Jana, Masatoshi Ishida, Jung Su Park, Steffen Bähring, Jan O. Jeppesen, Jonathan L. Sessler

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42 Citations (Scopus)

Abstract

After the epochal discovery of the "organic metal", namely, tetrathiafulvalene (TTF)-7,7,8,8-tetracyano-p-quinodimethane (TCNQ) dyad in 1973, scientists have made efforts to derivatize TTF for constructing various supramolecular architectures to control the charge-transfer processes by adjusting the donor-acceptor strength of the dyads for numerous applications. The interesting inherent electronic donor properties of TTFs control the overall electrochemical properties of the supramolecular structures, leading to the construction of highly efficient optoelectronic materials, photovoltaic solar cells, organic field-effect transistors, and optical sensors. Modified TTF structures thus constitute promising candidates for the development of so-called "functional materials" that could see use in modern technological applications. The versatility of the TTF unit and the pioneering synthetic strategies that have been developed over the past few decades provide opportunities to tune the architecture and function for specific purposes. This review covers the "state of the art" associated with TTF-annulated oligopyrrolic macrocyclic compounds. Points of emphasis include synthesis, properties, and potential applications.

Original languageEnglish
Pages (from-to)2641-2710
Number of pages70
JournalChemical Reviews
Volume117
Issue number4
DOIs
Publication statusPublished - Feb 22 2017

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All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Jana, A., Ishida, M., Park, J. S., Bähring, S., Jeppesen, J. O., & Sessler, J. L. (2017). Tetrathiafulvalene- (TTF-) Derived Oligopyrrolic Macrocycles. Chemical Reviews, 117(4), 2641-2710. https://doi.org/10.1021/acs.chemrev.6b00375