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Step-saving synthesis of star-shaped hole-transporting materials with carbazole or phenothiazine cores via optimized C–H/C–Br coupling reactions
In most research papers, synthesis of organic hole-transporting materials relies on a key-reaction: Stille cross-couplings. This requires tedious prefunctionalizations including the preparation and treatment of unstable organolithium and toxicity-concern organotin reagents. In contrast to traditiona...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695233/ https://www.ncbi.nlm.nih.gov/pubmed/35423386 http://dx.doi.org/10.1039/d0ra10190g |
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author | Chen, Jui-Heng Lee, Kun-Mu Ting, Chang-Chieh Liu, Ching-Yuan |
author_facet | Chen, Jui-Heng Lee, Kun-Mu Ting, Chang-Chieh Liu, Ching-Yuan |
author_sort | Chen, Jui-Heng |
collection | PubMed |
description | In most research papers, synthesis of organic hole-transporting materials relies on a key-reaction: Stille cross-couplings. This requires tedious prefunctionalizations including the preparation and treatment of unstable organolithium and toxicity-concern organotin reagents. In contrast to traditional multistep synthesis, this work describes that a series of star-shaped small molecules with a carbazole or phenothiazine core can be efficiently synthesized through a shortcut using optimized direct C–H/C–Br cross-couplings as the key step, thus avoiding dealing with the highly reactive organolithium or the toxic organotin species. Device fabrication of perovskite solar cells employing these molecules (6–13) as hole-transporting layers exhibit promising power conversion efficiencies of up to 17.57%. |
format | Online Article Text |
id | pubmed-8695233 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-86952332022-04-13 Step-saving synthesis of star-shaped hole-transporting materials with carbazole or phenothiazine cores via optimized C–H/C–Br coupling reactions Chen, Jui-Heng Lee, Kun-Mu Ting, Chang-Chieh Liu, Ching-Yuan RSC Adv Chemistry In most research papers, synthesis of organic hole-transporting materials relies on a key-reaction: Stille cross-couplings. This requires tedious prefunctionalizations including the preparation and treatment of unstable organolithium and toxicity-concern organotin reagents. In contrast to traditional multistep synthesis, this work describes that a series of star-shaped small molecules with a carbazole or phenothiazine core can be efficiently synthesized through a shortcut using optimized direct C–H/C–Br cross-couplings as the key step, thus avoiding dealing with the highly reactive organolithium or the toxic organotin species. Device fabrication of perovskite solar cells employing these molecules (6–13) as hole-transporting layers exhibit promising power conversion efficiencies of up to 17.57%. The Royal Society of Chemistry 2021-02-26 /pmc/articles/PMC8695233/ /pubmed/35423386 http://dx.doi.org/10.1039/d0ra10190g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Chen, Jui-Heng Lee, Kun-Mu Ting, Chang-Chieh Liu, Ching-Yuan Step-saving synthesis of star-shaped hole-transporting materials with carbazole or phenothiazine cores via optimized C–H/C–Br coupling reactions |
title | Step-saving synthesis of star-shaped hole-transporting materials with carbazole or phenothiazine cores via optimized C–H/C–Br coupling reactions |
title_full | Step-saving synthesis of star-shaped hole-transporting materials with carbazole or phenothiazine cores via optimized C–H/C–Br coupling reactions |
title_fullStr | Step-saving synthesis of star-shaped hole-transporting materials with carbazole or phenothiazine cores via optimized C–H/C–Br coupling reactions |
title_full_unstemmed | Step-saving synthesis of star-shaped hole-transporting materials with carbazole or phenothiazine cores via optimized C–H/C–Br coupling reactions |
title_short | Step-saving synthesis of star-shaped hole-transporting materials with carbazole or phenothiazine cores via optimized C–H/C–Br coupling reactions |
title_sort | step-saving synthesis of star-shaped hole-transporting materials with carbazole or phenothiazine cores via optimized c–h/c–br coupling reactions |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695233/ https://www.ncbi.nlm.nih.gov/pubmed/35423386 http://dx.doi.org/10.1039/d0ra10190g |
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