Syntheses and Room Temperature Phosphorescence Properties of Dibenzobenzodithiophenes and Dibenzothiophenes

Abstract

DTU). In 2013, he received his Ph.D. degree in theoretical chemistry from the Jagiellonian University in Krakow. During his Ph.D. studies, he was also a research assistant at the University of Geneva. Subsequently, he did postdoctoral training at École Polytechnique Fédérale de Lausanne (EPFL) and Massachusetts Institute of Technology (MIT). In 2017, he started as an Assistant Professor at DTU in the Section for Atomic Scale Materials Modeling. His research interests include atomic-scale modeling of molecular energy materials and the development of electronic structure and condensed phase simulation methods.

Palladium-catalyzed cross-dehydrogenative coupling of (hetero)arenes

“…of AgOAc as the oxidizing agent, 2.0 equiv. of K 2 CO 3 as the base, PivOH as the solvent, 130 °C, 24 h) for the synthesis of four different benzobisbenzothiophenes, isolated in yields up to 50% 212. It is worth emphasizing that the present work did not represent a reactivity study: benzo[2,1-b:3,4-b′]bisbenzothiophene, benzo[1,2-b:5,4-b′]bisbenzothiophene, benzo[1,2-b:3,4-b′]bisbenzothiophene and benzo[1,2-b:4,5-b′]bisbenzothiophene products were here synthesized in order to study their room temperature phosphorescence properties (Scheme 99c).…”

“…Scheme 99 Synthesis of pentacyclic compounds via two-fold Pd-catalyzed intramolecular CDC reactions between two arene rings. Cyclization of: (a) N 1 ,N 4 -diphenylbenzene-1,4-diamines to give 5,11-dihydroindolo[3,2-b]carbazoles; 210 (b) 1,2-, 1,3-and 1,4-diaryloxybenzenes to give four different families of benzobisbenzofurans; 211 (c) 1,2-, 1,3-and 1,4-diaryltiobenzenes to give four different families of benzobisbenzothiophenes 212. …”