A Crystalline Ready-to-Use Form of Cyclopentadiene,Synlett

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A Crystalline Ready-to-Use Form of Cyclopentadiene
Synlett ( IF 1.7 ) Pub Date : 2018-06-27 , DOI: 10.1055/s-0037-1610442
Clemens Richert ₁ , Felix Krupp ₁ , Shiliang He ₁ , Wolfgang Frey ₁

Affiliation

Cyclopentadiene (Cpd) is widely used as a starting material in organic and inorganic chemistry. In neat form, Cpd dimerizes, making it necessary to distill it prior to use to obtain fully reactive material. We have screened three different tetraphenyladamantane octaethers for their ability to act as encapsulating organic crystal (EnOC) hosts for Cpd. To this end, we also synthesized 1,3,5,7-tetrakis(3,5-dimethoxyphenyl)adamantane, a new octaether, dubbed iso-TDA. Only one of the octaethers was found to produce inclusion complexes with Cpd in the crystalline state. The encapsulated diene was stable for one month and showed full reactivity in a series of different synthetic transformations.

中文翻译：

环戊二烯的即用型结晶形式

环戊二烯 (Cpd) 广泛用作有机和无机化学中的起始材料。在纯净形式下，Cpd 会二聚化，因此必须在使用前对其进行蒸馏以获得完全反应性的材料。我们筛选了三种不同的四苯基金刚烷八醚，因为它们能够充当 Cpd 的封装有机晶体 (EnOC) 主体。为此，我们还合成了 1,3,5,7-四（3,5-二甲氧基苯基）金刚烷，一种新的八醚，命名为异 TDA。仅发现一种八醚与处于结晶状态的 Cpd 产生包合物。封装的二烯稳定一个月，并在一系列不同的合成转化中表现出完全的反应性。

更新日期：2018-06-27

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