用于氧气输送的开孔富勒烯的简洁合成

Concise Synthesis of Open-Cage Fullerenes for Oxygen Delivery.

作者信息

Zhou Zishuo, Han Hongfei, Chen Zijing, Gao Rui, Liu Zhen, Su Jie, Xin Nana, Yang Xiaobing, Gan Liangbing

机构信息

Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai, 200032, China.

出版信息

Angew Chem Int Ed Engl. 2019 Dec 2;58(49):17690-17694. doi: 10.1002/anie.201911631. Epub 2019 Oct 22.

DOI:10.1002/anie.201911631

PMID:31591793

Abstract

Open-cage fullerenes with a 19-membered orifice were prepared in three steps from C . The key step for cage-opening is aniline mediated ring expansion of a fullerene-mixed peroxide with a ketolactone moiety on the orifice. Release of ring strain on the spherical fullerene cage served as the main driving force for the efficient cage-opening sequence. Encapsulation of oxygen could be achieved at room temperature under moderate pressure (50 atm) and the encapsulated oxygen could be released slowly under ambient conditions. The activation energy of the oxygen-releasing process is 18.8 kcal mol and the half-life at 37 °C was 73 min, which makes this open-cage fullerene derivative a potential oxygen-delivery material.

摘要

具有19元孔口的开孔富勒烯由C分三步制备。开孔的关键步骤是苯胺介导的富勒烯混合过氧化物的扩环反应，该过氧化物在孔口带有酮内酯部分。球形富勒烯笼上环张力的释放是有效开孔序列的主要驱动力。在室温及中等压力（50 大气压）下可实现氧的封装，封装的氧在环境条件下可缓慢释放。氧释放过程的活化能为18.8 千卡·摩尔，在37 °C下的半衰期为73 分钟，这使得这种开孔富勒烯衍生物成为一种潜在的氧输送材料。