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三(二乙氨基)膦存在下富勒烯 C60 对一些α-二羰基化合物的脱氧作用。

Deoxygenation of some α-dicarbonyl compounds by tris(diethylamino)phosphine in the presence of fullerene C60.

机构信息

A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center of the Russian Academy of Sciences, Arbuzov str., 8 Kazan 420088 Russia.

出版信息

J Org Chem. 2011 Apr 15;76(8):2548-57. doi: 10.1021/jo102332e. Epub 2011 Mar 10.

DOI:10.1021/jo102332e
PMID:21391680
Abstract

The reactions of such cyclic α-diketones as acenaphthenequinone, aceanthrenequinone, and N-alkylisatins, with hexaethyltriaminophosphine in the presence of the fullerene C(60), lead to the formation of methanofullerene derivatives under mild conditions. This process proceeds via deoxygenation of the dicarbonyl compound by the P(III) derivative and is likely to involve the intermediate formation of α-ketocarbenes. The structure of some methanofullerenes has been confirmed by NMR and XRD. The electrochemical behavior of the methanofullerenes was also investigated.

摘要

在富勒烯 C(60)的存在下,如苊醌、苊烯醌和 N-烷基异吲哚啉酮等环状α-二酮与六乙基三氨基磷反应,在温和条件下生成甲烷富勒烯衍生物。该过程通过 P(III)衍生物对二羰基化合物进行脱氧,可能涉及α-酮碳烯的中间形成。一些甲烷富勒烯的结构已通过 NMR 和 XRD 得到证实。还研究了甲烷富勒烯的电化学行为。

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