Preparation of π-extended fullerene derivatives through addition of phenylenediamine to open-cage fullerene derivatives. Issue 2 (6th December 2021)

• Record Type: Journal Article
• Authors: Liu, Zeyu; Liu, Zhen; Gao, Rui; Su, Jie; Qiu, Yi; Gan, Liangbing
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 2(2022)
• Page Start: 320
• Page End: 328
• Publication Date: 2021-12-06
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01593a
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Open-cage fullerenes with a quinoxaline moiety on the rim of the orifice showed evident π-system extension effect on the NMR and UV-Vis spectra. Abstract : Open-cage fullerenes with carbonyl functional groups on the rim of the orifice are ideal precursors for the extension of fullerene π-systems. Unlike isopropylphenylaniline, which reacts selectively with the lactone moiety on the rim of the orifice, phenylenediamine reacts with the adjacent carbonyl and imino groups on a pentagon to form a quinoxaline moiety. Further dehydroxylative aromatization connects the fullerene cage π-system with the quinoxaline π-system. Both the NMR and UV-Vis spectra revealed an evident effect after the extension of the fullerene cage π-system.