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Densely Charged Dodecacationic [3]- and Tetracosacationic Radial [5]Catenanes
Chem ( IF 23.5 ) Pub Date : 2018-08-09 , DOI: 10.1016/j.chempr.2018.07.010
Minh T. Nguyen , Daniel P. Ferris , Cristian Pezzato , Yuping Wang , J. Fraser Stoddart

Here, we report the efficient syntheses of a dodecacationic [3]catenane, which consists of three mechanically interlocked 4+ charged rings despite their mutual Coulombic repulsion, and a tetracosacationic radial [5]catenane, which consists of four 4+ charged rings mechanically interlocked around an 8+ charged ring and bears up to 24 positive charges in its co-constitution. The solid-state structures, determined by single-crystal X-ray crystallography, show that the two mechanical bonds in the [3]catenane result in the nano-confinement of 12 positive charges within a volume of less than 1.65 nm3, corresponding to 7.3 positive charges per nm3, whereas the radial [5]catenane has a charge density of 6.0 positive charges per nm3 and a molecular length of up to 3.7 nm. The template-directed strategy for constructing mechanically interlocked molecules, consisting of multiply charged rings, represents a departure in chemistry tantamount to producing a blueprint for exploring a novel class of organic molecules that boast large numbers and high densities of like charges.



中文翻译:

密集电荷的十二羧酸[3]-和四羧酸径向[5]儿茶酚。

在这里,我们报告了十二碳[3]环烷的高效合成,该环由三个机械互锁的4+带电环组成,尽管它们相互之间具有库仑排斥力,而四表面的径向[5]环烷由四个机械互锁的带4+带电环组成大约有8个以上的带电环,并且在其联合宪法中最多可以承担24个正电荷。通过单晶X射线晶体学确定的固态结构表明,[3]环戊烷中的两个机械键导致在小于1.65 nm 3的体积内纳米约束12个正电荷,对应于每nm 3为7.3个正电荷,而径向[5]环戊烷的电荷密度为每nm 3为6.0个正电荷分子长度最大为3.7 nm。由模板指导的用于构建由多个带电荷的环组成的机械互锁分子的策略,代表了化学上的偏离,无异于产生了一种蓝图,以探索具有大量和高密度类似电荷的新型有机分子。

更新日期:2018-08-09
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