A double-helical S, C-bridged tetraphenyl-para-phenylenediamine and its persistent radical cation. Issue 10 (12th January 2023)

• Record Type: Journal Article
• Authors: Harada, Kaho; Hasegawa, Chika; Matsumoto, Taisuke; Sugishita, Hiroki; Kitamura, Chitoshi; Higashibayashi, Shuhei; Hasegawa, Masashi; Suzuki, Shuichi; Kato, Shin-ichiro
• Is Part Of: Chemical communications. Volume 59:Issue 10(2023)
• Page Start: 1301
• Page End: 1304
• Publication Date: 2023-01-12
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc06144a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The title compound has a sufficiently persistent radical cationic state and enough chiral stability for optical resolution. 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.