title: Tuning of tetrathiafulvalene properties: versatile synthesis of N-arylated monopyrrolotetrathiafulvalenes via Ullmann-type coupling reactions.
abstract: An Ullmann-type coupling reaction was employed for the preparation of several N-arylated monopyrrolotetrathiafulvalenes with variable substitution patterns. Spectroscopic and electrochemical properties of the coupling products strongly depend on the electronic nature of the aromatic substituents due to their direct conjugation with the tetrathiafulvalene chromophore. The crystal packing of the arylated monopyrrolotetrathiafulvalenes is primarily defined by networks of C-H···X weak hydrogen bonds and short S···S contacts involving the tetrathiafulvalene moieties.
authors.affiliation: Department of Chemistry, University of Bremen, Leobener Str. NW 2C, D-28359 Bremen, Germany.
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Azov
authors.affiliation: Department of Chemistry, University of Bremen, Leobener Str. NW 2C, D-28359 Bremen, Germany.
authors.forename: Diana
authors.initials: D
authors.lastname: Janott
authors.affiliation: Department of Chemistry, University of Bremen, Leobener Str. NW 2C, D-28359 Bremen, Germany.
authors.forename: Dirk
authors.initials: D
authors.lastname: Schlüter
authors.affiliation: One University Plaza, Department of Chemistry, Youngstown State University, Youngstown, OH 44555-3663, USA.
authors.forename: Matthias
authors.initials: M
authors.lastname: Zeller
keywords: N-arylation; Ullmann-type coupling; X-ray crystallography; cyclic voltammetry; pyrrolotetrathiafulvalene