title: Synthesis of Alkynylated Benzo[a]naphtho[2,3-i]phenazine Derivatives.
abstract: Thermal condensation of 2,3-diamino-1,4-(bistriisopropylsilylethynyl)benzene, -naphthalene,-anthracene, and -benzothiadiazole substrates with 1,2-naphthalenedione forms bent benzophenazine-type heteroarenes in a one-step reaction in good to excellent yields. The targets are investigated by UV/Vis spectroscopy, cyclic voltammetry, and single-crystal X-ray crystallography. The packing of the targets in the solid state follows either a herringbone or a brick wall motif. In the case of 8,13-bis(triisopropylsilylethynyl)dibenzo[a,i]phenazine, polymorphs with either packing result.
authors.affiliation: Organisch Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Hahn
authors.affiliation: Organisch Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Philipp
authors.initials: P
authors.lastname: Biegger
authors.affiliation: Organisch Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Markus
authors.initials: M
authors.lastname: Bender
authors.affiliation: Organisch Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Frank
authors.initials: F
authors.lastname: Rominger
authors.affiliation: Organisch Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany. uwe.bunz@oci.uni-heidelberg.de.|Centre for Advanced Materials (CAM), Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 225, 69120, Heidelberg, Germany. uwe.bunz@oci.uni-heidelberg.de.
authors.forename: Uwe H F
authors.initials: UH
authors.lastname: Bunz
keywords: N-heterocycles; acenes; arenes; condensation; organic electronics