Preparation of π-extended fullerene derivatives through addition of phenylenediamine to open-cage fullerene derivatives,Organic Chemistry Frontiers

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Preparation of π-extended fullerene derivatives through addition of phenylenediamine to open-cage fullerene derivatives
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2021-11-18 , DOI: 10.1039/d1qo01593a
Zeyu Liu ₁ , Zhen Liu ₁ , Rui Gao ₁ , Jie Su ₁ , Yi Qiu ₁ , Liangbing Gan ₁

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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.

中文翻译：

通过将苯二胺加成到开笼富勒烯衍生物制备 π-扩展富勒烯衍生物

孔口边缘带有羰基官能团的开笼富勒烯是富勒烯 π 系统扩展的理想前体。与异丙基苯胺选择性地与孔口边缘的内酯部分反应不同，苯二胺与五边形上相邻的羰基和亚氨基反应形成喹喔啉部分。进一步的脱羟基芳构化将富勒烯笼 π 系统与喹喔啉 π 系统连接起来。NMR 和 UV-Vis 光谱都显示出富勒烯笼 π 系统扩展后的明显效果。

更新日期：2021-12-06

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