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Synthesis and Structure of [9]Cycloparaphenylene Catenane: An All-Benzene Catenane Consisting of Small Rings.
Organic Letters ( IF 5.2 ) Pub Date : 2020-01-10 , DOI: 10.1021/acs.orglett.9b04599
Yasutomo Segawa 1, 2 , Motonobu Kuwayama 1, 2, 3 , Kenichiro Itami 1, 2, 3
Affiliation  

A catenane consisting of two [9]cycloparaphenylenes ([9]CPPs) has been synthesized. Density functional theory calculations suggested that [n]CPPs (n = 5, 6) are highly strained upon the formation of catenanes compared with the corresponding uncatenated CPPs, whereas [n]CPP catenanes (n ≥ 7) are not strained. The synthesis of ([9]CPP)([9]CPP)catenane was accomplished via the following route: (i) a spirosilylation, (ii) a nickel(0)-mediated macrocyclization, (iii) a desilylation, and (iv) reductive aromatization reactions. An X-ray diffraction analysis revealed a catenated structure of ([9]CPP)([9]CPP)catenane.

中文翻译:

[9]环对亚苯基链烷的合成与结构:由小环组成的全苯链烷。

已经合成了由两个[9]环对亚苯基([9] CPPs)组成的链烷。密度泛函理论计算表明,与相应的未分类CPP相比,[n] CPP(n = 5、6)在形成链环时受到很大的拉紧,而[n] CPP链烯(n≥7)则没有拉紧。([9] CPP)([9] CPP)catenane的合成可通过以下途径完成:(i)螺硅烷化,(ii)镍(0)介导的大环化,(iii)甲硅烷基化和(iv )还原性芳构化反应。X射线衍射分析显示([9] CPP)([9] CPP)联烷的链状结构。
更新日期:2020-01-10
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