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Synthesis and Reactions of Other Iptycenes and Their Derivatives

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Iptycenes Chemistry
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Abstract

In contrast to triptycene or pentiptycene, the researches on heptiptycene and noniptycene are very few, probably due to the difficulties of synthesis. In the early 1970s, Huebner et al. (Tetrahedron Lett 359–362, 1970) synthesized the first heptiptycene 1 with very low and instable yields by the reaction of 11-chloro-9,10-di-hydro-9,10-etheno anthrace 2) with n-butyl lithium at 25 °C. With the help of high-resolution mass spectrum, ultraviolet spectrum, and the space group of crystalline 1:1 chlorobenzene complex, the structure of compound 1 could be determined. Moreover, molecule 1 showed a remarkable thermal stability with high melting point. Even when melted to 580 °C in a sealed tube, it would not decompose with some minor sublimation.

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Correspondence to Chuan-Feng Chen .

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Chen, CF., Ma, YX. (2013). Synthesis and Reactions of Other Iptycenes and Their Derivatives. In: Iptycenes Chemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-32888-6_4

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