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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.

ABSTRACT: 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%.

SUBMITTER: Chen JH

PROVIDER: S-EPMC8695233 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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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.

Chen Jui-Heng JH Lee Kun-Mu KM Ting Chang-Chieh CC Liu Ching-Yuan CY

RSC advances 20210226 15

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 ...[more]

PMID: 35423386

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