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Assembly of an Axially Chiral Dynamic Redox System with a Perfluorobiphenyl Skeleton into Dumbbell‐ or Tripod‐type Electron Donors
Authors:Hitomi Tamaoki  Dr Ryo Katoono  Prof Dr Kenshu Fujiwara  Prof Dr Takanori Suzuki
Institution:1. Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, Japan;2. Faculty of Engineering Science, Akita University, Akita, Japan
Abstract:The incorporation of F atoms endows a diethenylbiphenyl‐based electron donor with configurational stability and SNAr reactivity. The former enables the dynamic redox pair of (Rax)‐ 1 /(Rax,R,R)‐ 1 2+ to exhibit drastic UV/Vis and CD spectral changes upon electrolysis, whereas the latter makes it possible for (Rax)‐ 1 to serve as a useful chiral synthon for the production of larger assemblies (Rax,Rax)‐ 2 d,p,m and (Rax,Rax,Rax)‐ 3 ] containing two or three dyrex units. These dyads and triad also exhibit a clean electrochiroptical response with isosbestic points owing to one‐wave multi‐electron transfer.
Keywords:cationic dye  chirality  electrochromism  fluoroarenes  multielectron transfer
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