微波辐射下[60]富勒烯与脱氢枞胺的加成反应

Additive reaction of fullerene and dehydroabietylamine under microwave irradiation

在N2保护下,脱氢枞胺(C20H31N)被四醋酸铅氧化生成的氮烯活性中间体与[60]富勒烯(C60)在氯苯溶剂中,用微波加热至130℃,反应2 h,发生[1+2]氮烯环加成反应。通过硅胶柱层析分离提纯反应混合物,得到脱氢枞胺与C60的氮烯环加成衍生物,得率为59.4%(基于已反应的C60)。通过FT-IR1、3C NMR1、H NMR、MALDI-TOF-MS等分析方法对该衍生物进行了结构测定,证实其主要成分为预期的单加成结构,同时存在少量的二加成结构。将微波辐射下的反应与传统的热条件下的反应进行了对比,结果表明,微波辐射可以缩短加成反应的时间,并且能有效地提高反应得率。

The reaction of C60 fullerene with dehydroabietylamine(C20H31N) by the cycloaddition of nitrene intermediate was carried out in the presence of Pb(OAc)4 in chlorobenzene at 130℃ for 2 h under microwave irradiation and the atmosphere of N2.The new derivatives of C60 in a 59.4% yield(based on consumed C60) were isolated by silica column chromatography and characterized by FT-IR、13C NMR、1H NMR、MALDI-TOF-MS,and it was found that the most of derivatives were mono-additions,there were a small amount of bis-additions.The reaction under microwave irradiation and conventional heated condition was compared,and the results showed that microwave irradiation could shorten the time of reaction and raise the yield of products.