Organosulfur-based Fullerene Materials

Organosulfur-based Fullerene Materials
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有机硫基富勒烯材料

DOI:
10.1080/10426507.2010.523033
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发表时间:
2011
期刊:
Phosphorus, Sulfur, Silicon Relat.Elem.
影响因子:
--
通讯作者:
S.Nagase
S.Nagase
中科院分区:
--
文献类型:
--
作者:
T.Nakahodo;M.O.Ishitsuka;Y.Takano;T.Tsuchiya;T.Akasaka;A.Herranz;N.Martin;D.M.Guldi;S.Nagase

文献摘要

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一个内嵌的金属富勒烯,La 2 @Ih-C80,和一个空的富勒烯,C60,的化学功能化证明使用有机硫化合物。使用普拉托反应合成的新型La 2 @Ih-C80-exTTF(3)供体-受体系统显示出光诱导的分子内电荷分离。另一方面,C_(60)与N-对甲苯磺酰硫亚胺光反应生成N-对甲苯磺酰基-1,2-氮杂环丙烷富勒烯(5)。在单取代富勒烯中发现了1,2-氮杂环丙烷富勒烯和1,6-氮杂环丙烷富勒烯的第一次可逆相互转化。N原子上带有给电子基团的S,S-二苯基硫亚胺(7)与C_(60)反应,区域选择性地生成相应的氮杂环丙烷富勒烯(8-10)。去出版商的在线版磷,硫,硅和相关元素查看免费补充文件。
Chemical functionalizations of an endohedral metallofullerene, La2@Ih-C80, and an empty fullerene, C60, are demonstrated using organosulfur compounds. A novel donor–acceptor system of La2@Ih–C80-exTTF (3) synthesized using the Prato reaction shows photo-induced intramolecular charge separation. On the other hand, the photoreaction of C60with N-p-toluenesulfonyl sulfilimine affords N-tosyl-1,2-aziridinofullerene (5). The first reversible interconversion of 1,2-aziridinofullerene and 1,6-azafulleroid was found for mono-substituted fullerenes by thermal rearrangement of5to6. S,S-Diphenylsulfilimines (7) with an electron-donating group on the N atom reacts with C60to afford corresponding aziridinofullerenes (8–10) regioselectively.Supplemental materials are available for this article. Go to the publisher's online edition ofPhosphorus, Sulfur, and Silicon and the Related Elementsto view the free supplemental file.