Substituted Cyclopentannulated Tetraazapentacenes

Brominated pentannulated dihydrotetraazapentacenes were prepared by gold‐ or palladium‐catalyzed 5‐endo‐dig cyclization of TIPS‐ethynylated dihydrotetraazaacenes (TIPS = triisopropylsilyl). Post‐functionalization was demonstrated by Sonogashira alkynylation and Rosenmund‐von Braun cyanation. Calcula...

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Autores principales: Maier, Steffen, Heckershoff, Robin, Hippchen, Nikolai, Brödner, Kerstin, Rominger, Frank, Freudenberg, Jan, Hashmi, A. Stephen K., Bunz, Uwe H. F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9826220/
https://www.ncbi.nlm.nih.gov/pubmed/35983676
http://dx.doi.org/10.1002/chem.202201842
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author Maier, Steffen
Heckershoff, Robin
Hippchen, Nikolai
Brödner, Kerstin
Rominger, Frank
Freudenberg, Jan
Hashmi, A. Stephen K.
Bunz, Uwe H. F.
author_facet Maier, Steffen
Heckershoff, Robin
Hippchen, Nikolai
Brödner, Kerstin
Rominger, Frank
Freudenberg, Jan
Hashmi, A. Stephen K.
Bunz, Uwe H. F.
author_sort Maier, Steffen
collection PubMed
description Brominated pentannulated dihydrotetraazapentacenes were prepared by gold‐ or palladium‐catalyzed 5‐endo‐dig cyclization of TIPS‐ethynylated dihydrotetraazaacenes (TIPS = triisopropylsilyl). Post‐functionalization was demonstrated by Sonogashira alkynylation and Rosenmund‐von Braun cyanation. Calculations predict these species to act as n‐type semiconductors, which was verified for two derivates through characterization in organic field‐effect transistors.
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spelling pubmed-98262202023-01-09 Substituted Cyclopentannulated Tetraazapentacenes Maier, Steffen Heckershoff, Robin Hippchen, Nikolai Brödner, Kerstin Rominger, Frank Freudenberg, Jan Hashmi, A. Stephen K. Bunz, Uwe H. F. Chemistry Research Articles Brominated pentannulated dihydrotetraazapentacenes were prepared by gold‐ or palladium‐catalyzed 5‐endo‐dig cyclization of TIPS‐ethynylated dihydrotetraazaacenes (TIPS = triisopropylsilyl). Post‐functionalization was demonstrated by Sonogashira alkynylation and Rosenmund‐von Braun cyanation. Calculations predict these species to act as n‐type semiconductors, which was verified for two derivates through characterization in organic field‐effect transistors. John Wiley and Sons Inc. 2022-09-19 2022-11-16 /pmc/articles/PMC9826220/ /pubmed/35983676 http://dx.doi.org/10.1002/chem.202201842 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Maier, Steffen
Heckershoff, Robin
Hippchen, Nikolai
Brödner, Kerstin
Rominger, Frank
Freudenberg, Jan
Hashmi, A. Stephen K.
Bunz, Uwe H. F.
Substituted Cyclopentannulated Tetraazapentacenes
title Substituted Cyclopentannulated Tetraazapentacenes
title_full Substituted Cyclopentannulated Tetraazapentacenes
title_fullStr Substituted Cyclopentannulated Tetraazapentacenes
title_full_unstemmed Substituted Cyclopentannulated Tetraazapentacenes
title_short Substituted Cyclopentannulated Tetraazapentacenes
title_sort substituted cyclopentannulated tetraazapentacenes
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9826220/
https://www.ncbi.nlm.nih.gov/pubmed/35983676
http://dx.doi.org/10.1002/chem.202201842
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