Litcius/Paper detail

Gold‐Catalyzed Synthesis of π‐Extended Carbazole‐Based Systems and their Application as Organic Semiconductors

Christoph M. Hendrich, Valentin D. Hannibal, Lukas Eberle, Leif E. Hertwig, Ute Zschieschang, Frank Röminger, Matthias Rudolph, Hagen Klauk, A. Stephen K. Hashmi

2021Advanced Synthesis & Catalysis27 citationsDOIOpen Access PDF

Abstract

Abstract Herein we describe a gold‐catalyzed bidirectional synthesis of N ‐heteropolycyclic compounds bearing carbazole moieties – namely π‐extended benzodicarbazoles and π‐extended indolocarbazoles. Overall, four previously unknown core structures were synthesized. This approach is convergent, modular and the gold‐catalyzed key step comprises of a cascade reaction starting from stable di‐azido compounds. The obtained molecules were fully characterized and their optical and electronic properties as well as their performance in organic thin‐film transistors generated by vacuum deposition were studied. Charge‐carrier mobilities of up to 0.3 cm 2 /Vs were measured. magnified image

Topics & Concepts

CarbazoleChemistryCatalysisOrganic semiconductorCombinatorial chemistryCascadeSemiconductorMoleculeTransistorNanotechnologyPhotochemistryOrganic chemistryOptoelectronicsMaterials scienceVoltageChromatographyPhysicsQuantum mechanicsCatalytic Alkyne ReactionsMolecular Junctions and NanostructuresCyclopropane Reaction Mechanisms