Riala Maria, Maxouti Katerina L, Ioannou Charalambos P, Chronakis Nikos
Department of Chemistry, University of Cyprus , University Str 1, Building no. 13, 2109 Aglantzia, Nicosia, Cyprus.
Org Lett. 2016 Mar 4;18(5):1132-5. doi: 10.1021/acs.orglett.6b00220. Epub 2016 Feb 23.
The synthesis of T-symmetrical [6:0]-hexakis adducts of C60 bearing enantiopure cyclo-monomalonate addends equipped with 1,2-glycol groups masked as isopropylidene acetals is presented. The deprotection of the acetals afforded functional fullerene building blocks bearing six 1,2-glycol moieties in an octahedral geometry as connection sites with appropriate linear organic spacers targeting 3D chiral extended networks with cubic building units. Evaluation of the experimental results revealed the advantageous synthetic accessibility to hexakis adduct (-)-9 which carries six homochiral C12 cyclo-monomalonate addends.
本文介绍了带有对映体纯的环单丙二酸酯加成物的C60的T-对称[6:0]-六加成物的合成,这些加成物带有被伪装成异亚丙基缩醛的1,2-二醇基团。缩醛的脱保护提供了带有六个八面体几何结构的1,2-二醇部分的功能性富勒烯结构单元,作为与合适的线性有机间隔基的连接位点,目标是构建具有立方结构单元的3D手性扩展网络。对实验结果的评估表明,带有六个同手性C12环单丙二酸酯加成物的六加成物(-)-9具有有利的合成可及性。