Bottom-up synthesis and structures of π-lengthened tubular macrocycles
Bottom-up synthesis and structures of π-lengthened tubular macrocycles
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DOI：
10.1039/c3sc50645b
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发表时间：
2013-01-01
期刊：
影响因子：
8.4
通讯作者：
Isobe, Hiroyuki
中科院分区：
文献类型：
--
作者：
Matsuno, Taisuke;Kamata, Sho;Isobe, Hiroyuki
以二苯并[def，mno]蒽嵌蒽（anthanthanthrene）为骨架，合成了具有扩展sp（2）网络的单壁碳纳米管（SWNT）.大体积取代基的引入允许非对映选择性地产生作为外消旋体的单个螺旋异构体，并且亚环芳基中的π-体系的延伸出乎意料地降低了亚芳基单元旋转的手性势垒。螺旋有限单壁碳纳米管分子的晶体学分析显示交替层的homohelical列。
Belt-persistent tubular cycloarylenes possessing extended sp(2)-networks of finite single-wall carbon nanotubes (SWNT) have been synthesised from an abundantly available pigment possessing the dibenzo[def,mno]chrysene (anthanthrene) framework. The introduction of bulky substituents allowed for the diastereoselective production of a single helical isomer as a racemate, and the extension of the pi-systems in the cycloarylene unexpectedly lowered the enthalpic barrier for the rotation of the arylene unit. Crystallographic analysis of the helical finite SWNT molecules revealed alternate layers of homohelical columns.