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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...

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Detalles Bibliográficos
Autores principales: Chen, Jui-Heng, Lee, Kun-Mu, Ting, Chang-Chieh, Liu, Ching-Yuan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
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
Descripción
Sumario: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%.