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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
Authors:Jui-Heng Chen  Kun-Mu Lee  Chang-Chieh Ting  Ching-Yuan Liu
Affiliation:Department of Chemical and Materials Engineering, National Central University, Jhongli District, Taoyuan 320 Taiwan Republic of China.; Department of Chemical and Materials Engineering, Chang Gung University, Department of Pediatrics, Chang Gung Memorial Hospital, Linkou, Taoyuan 333 Taiwan Republic of China,
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%.

Carbazole or phenothiazine core-based hole-transport materials are facilely accessed by an optimized synthesis-shortcut. Perovskite solar cell devices with 6–13 demonstrate PCEs of up to 17.57%.
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