University Chemical Laboratory, University of Cambridge, Lensfield Rd., Cambridge, UK CB2 1EW.
Org Biomol Chem. 2011 Nov 7;9(21):7547-53. doi: 10.1039/c1ob06147j. Epub 2011 Sep 22.
Three new N-desymmetrised naphthalenediimides (NDIs) are described, each containing one chiral and one achiral centre. The ability of such 'monochiral' NDIs to self-assemble into hydrogen-bonded helical nanotubes, to act as a sergeant in a 'sergeants-and-soldiers' system and to form a hexameric receptor for C(70) was examined. Small differences at the achiral centre were found to have significant effects on the supramolecular properties of the NDI. All three new NDIs form nanotubes that bind C(60), but with different efficiencies, and one is a better sergeant than any of the dichiral NDIs investigated to date.
描述了三种新的 N-去对称萘二酰亚胺（NDIs），每个都含有一个手性中心和一个非手性中心。这种“单手性”NDIs 自组装成氢键螺旋纳米管、作为“中士和士兵”系统中的中士以及形成 C（70）的六聚体受体的能力进行了研究。在手性中心的微小差异被发现对 NDI 的超分子性质有显著影响。所有三种新的 NDIs 都形成了结合 C（60）的纳米管，但效率不同，其中一种比迄今为止研究过的任何二手性 NDI 都更好。
