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Gold catalysis meets materials science: a new approach to π-extended indolocarbazoles

Herein we describe a modular, convergent synthesis of substituted benzo[a]benzo[6,7]-indolo[2,3-h]carbazoles (BBICZs) using a bidirectional gold-catalyzed cyclization reaction as a key step. A building block strategy enabled the easy variation of substituents at different positions of the core struc...

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Main Authors: Hendrich, Christoph (Author) , Bongartz, Lukas (Author) , Hoffmann, Marvin (Author) , Zschieschang, Ute (Author) , Borchert, James W. (Author) , Sauter, Désirée (Author) , Krämer, Petra (Author) , Rominger, Frank (Author) , Mulks, Florian (Author) , Rudolph, Matthias (Author) , Dreuw, Andreas (Author) , Klauk, Hagen (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: 2021
In: Advanced synthesis & catalysis
Year: 2021, Volume: 363, Issue: 2, Pages: 549-557
ISSN:1615-4169
DOI:https://doi.org/10.1002/adsc.202001123
Online Access:Resolving-System, kostenfrei, Volltext: https://doi.org/https://doi.org/10.1002/adsc.202001123
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.202001123
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Author Notes:Christoph M. Hendrich, Lukas M. Bongartz, Marvin T. Hoffmann, Ute Zschieschang, James W. Borchert, Désirée Sauter, Petra Krämer, Frank Rominger, Florian F. Mulks, Matthias Rudolph, Andreas Dreuw, Hagen Klauk, and A. Stephen K. Hashmi
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Summary:Herein we describe a modular, convergent synthesis of substituted benzo[a]benzo[6,7]-indolo[2,3-h]carbazoles (BBICZs) using a bidirectional gold-catalyzed cyclization reaction as a key step. A building block strategy enabled the easy variation of substituents at different positions of the core structure and a general analysis of substitution effects on the materials properties of the target compounds. All BBICZs were fully characterized and their optical and electronic properties were studied experimentally as well as by computational methods. Organic thin-film transistors based on eight selected derivatives were fabricated by vacuum deposition and charge-carrier mobilities up to 1 cm2/Vs were measured.
Item Description:First published: 02 November 2020, version of record online: November 24, 2020
Gesehen am 29.01.2021
Physical Description:Online Resource
ISSN:1615-4169
DOI:https://doi.org/10.1002/adsc.202001123

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