A tetrathiafulvalene-functionalized naphthalene diimide: synthesis, electrochemical and photophysical properties

Michael Jaggi, Belinda Schmid, Shi-Xia Liu, Sheshanath Bhosale, Shadi Rivadehi, Steven Langford, Silvio Decurtins

Research output: Contribution to journalArticleResearchpeer-review

13 Citations (Scopus)

Abstract

A tetrathiafulvalene donor has been attached to the naphthalene diimide core via a rigid bridge affording a new planar molecular dyad. Its electronic properties have been studied experimentally by the combination of electrochemistry and UVa??vis-NIR spectroscopy. Various electronic excited charge-transfer states are generated in different oxidation states, leading to almost full absorption in the visible to near-IR region with high extinction coefficients. The observed electronic properties are explained on the basis of density-functional-theory. In particular, the oxidized radical species show a strong tendency to undergo aggregation, in which the long-distance attractive interactions overcome the electrostatic repulsions.
Original languageEnglish
Pages (from-to)7231 - 7235
Number of pages5
JournalTetrahedron
Volume67
Issue number38
DOIs
Publication statusPublished - 2011

Cite this