A facile access to enantiomerically pure [60]fullerene bisadducts with the inherently chiral trans-3 addition pattern.

A facile access to enantiomerically pure [60]fullerene bisadducts with the inherently chiral trans-3 addition pattern.
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通过固有的手性 trans-3 加成模式轻松获得对映体纯的[60]富勒烯双加合物。

DOI:
10.1021/ol200816z
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发表时间:
2011
期刊:
影响因子:
5.2
通讯作者:
N. Chronakis
N. Chronakis
中科院分区:
化学1区
文献类型:
--
作者:
Maria Riala;N. Chronakis

文献摘要

被引文献

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C(60)和一个对映体纯的双丙二酸酯系链之间的宾格尔反应,配备了两个丙酮化合物部分,导致合成和成功的柱色谱分离的对映体纯的(f,s)C和(f,s)A双加合物与固有的手性反式-3加成模式。丙酮化合物基团的酸性脱保护提供了新的手性富勒烯化合物,其将富勒烯核的固有手性与位于系链上的官能二醇基团联合收割机结合。
The Bingel reaction between C(60) and an enantiopure bismalonate tether equipped with two acetonide moieties led to the synthesis and successful column chromatographic isolation of the enantiomerically pure (f,s)C and (f,s)A bisadducts with the inherently chiral trans-3 addition pattern. Acidic deprotection of the acetonide groups gave access to novel chiral fullerene compounds which combine the inherent chirality of the fullerene core with the functional glycol groups located on the tether.