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A double-helical S,C-bridged tetraphenyl-para-phenylenediamine and its persistent radical cation.

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A structurally constrained, double-helical S,C-bridged tetraphenyl-para-phenylenediamine (TPPD) has been synthesized. The stable radical cation of the S,C-bridged TPPD was generated by chemical oxidation, and the electron spin was found to… Click to show full abstract

A structurally constrained, double-helical S,C-bridged tetraphenyl-para-phenylenediamine (TPPD) has been synthesized. The stable radical cation of the S,C-bridged TPPD was generated by chemical oxidation, and the electron spin was found to be delocalized over the entire π-conjugated framework. The excellent conformational stability of the neutral molecule facilitated the separation of its enantiomers.

Keywords: bridged tetraphenyl; radical cation; para phenylenediamine; double helical; helical bridged; tetraphenyl para

Journal Title: Chemical communications
Year Published: 2023

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