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Gold‐Catalyzed Synthesis of π‐Extended Carbazole‐Based Systems and their Application as Organic Semiconductors
Author(s) -
Hendrich Christoph M.,
Hannibal Valentin D.,
Eberle Lukas,
Hertwig Leif E.,
Zschieschang Ute,
Rominger Frank,
Rudolph Matthias,
Klauk Hagen,
K. Hashmi A. Stephen
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001461
Subject(s) - carbazole , chemistry , catalysis , organic semiconductor , combinatorial chemistry , cascade , semiconductor , molecule , transistor , nanotechnology , photochemistry , organic chemistry , optoelectronics , materials science , voltage , physics , chromatography , quantum mechanics
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.