Buckyball as an Electron Donor in a Dyad of C60 and Xanthene Dye
Buckyball as an Electron Donor in a Dyad of C60 and Xanthene Dye
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巴基球作为 C60 和呫吨染料二元组中的电子供体
DOI：
10.1002/ejoc.202100276
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发表时间：
2021
影响因子：
2.8
通讯作者：
Naoki Aratani
中科院分区：
文献类型：
--
作者：
Haruka Kano;Kyohei Matsuo;Hironobu Hayashi;Kosaku Kato;Akira Yamakata;Hiroko Yamada;Naoki Aratani
我们成功地合成了C60-黄嘌呤化合物X60_NTf2，其中富勒烯为电子给体，黄嘌呤为电子受体。当前体化合物X60-OH在550 nm处激发时，在715 nm处观察到C60发射。 另一方面，X60_NTf2的荧光在相同条件下完全猝灭，表明光诱导的分子内电子转移（ET）发生在C60的单重激发态。电化学测试证明X60_NTf2在化学上可能与1C 60 ~+反应生成C60 ~+。密度泛函理论（DFT）计算支持的最低未占分子轨道（LUMO）的系数是在氧杂蒽部分的受体能力的氧杂蒽。这是一个排列良好的模型化合物，用于研究瞬时产生的富勒烯自由基阳离子的性质。
We successfully achieved the synthesis of C60‐xanthlium,X60_NTf2, where fullerene is anelectron donorand xanthlium is anelectron acceptor. When the precursor compoundX60‐OHwas excited at 550 nm, the C60emission was observed at 715 nm. On the other hand, the fluorescence ofX60_NTf2was completely quenched under the same conditions, suggesting that photo‐induced intramolecular electron transfer (ET) occurred from the singlet excited state of C60. The electrochemical measurement proved that theX60_NTf2is exothermically possible of ET reaction from1C60* to xanthylium to form C60.+. Density functional theory (DFT) calculations support the acceptor ability of the xanthylium by showing that the coefficients of the lowest unoccupied molecular orbital (LUMO) were on xanthene moiety. This is a well‐arranged model compound to investigate the properties of transiently generated fullerene radical cations.