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Palladium-Catalyzed Reaction of [60]Fullerene with Aroyl Compounds via Enolate-Mediated sp2 C–H Bond Activation and Hydroxylation
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2018-01-10 00:00:00 , DOI: 10.1021/acs.joc.7b02620
Yi-Teng Yan 1 , Wei Gao 1 , Bo Jin 1, 2 , Dong-Shi Shan 1 , Ru-Fang Peng 1, 2 , Shi-Jin Chu 1
Affiliation  

A convenient and highly efficient palladium-catalyzed reaction of [60]fullerene (C60) with aroyl compounds via enolate-mediated C–H activation and hydroxylation has been exploited for the first time to synthesize novel C60-fused dihydrofurans, and rare 1,4-fullerenols. Further functionalization including etherification, and esterification of synthesized 1,4-fullerenols provided efficient access to versatile fullerene derivatives. Moreover, a plausible reaction mechanism leading to the observed products is proposed.

中文翻译:

烯醇盐介导的sp 2 C–H键活化和羟基化反应[60]富勒烯与芳烃化合物的钯催化反应

通过烯醇酸介导的CH活化和羟基化,[60]富勒烯(C 60)与芳酰基化合物的便捷,高效的钯催化反应首次被用于合成新型的C 60稠合的二氢呋喃,这种稀有反应1 ,4-富勒烯醇。进一步的功能化包括合成的1,4-富勒烯醇的醚化和酯化,可以有效地获得通用的富勒烯衍生物。此外,提出了导致所观察到的产物的合理的反应机理。
更新日期:2018-01-10
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