Preparation of π-extended fullerene derivatives through addition of phenylenediamine to open-cage fullerene derivatives

Literature Information

Publication Date 2021-11-18
DOI 10.1039/D1QO01593A
Impact Factor 5.281
Authors

Zeyu Liu, Zhen Liu, Rui Gao, Jie Su, Yi Qiu, Liangbing Gan


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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.

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Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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