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Iptycenes Chemistry pp 251–288Cite as

Iptycenes and Their Derivatives in Host–Guest Chemistry

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Abstract

At the outset, the studies on iptycenes in host–guest chemistry were only confined to the interactions between the phenyl rings of iptycene and guest molecule, and such examples were also very limited. In 1998, Rathore and Kochi (J Org Chem 63:8630–8631, 1998) reported the reversibly binding of triptycene-based radicals toward nitric oxide (NO), and found that the process could be controlled by a simple temperature modulation. Moreover, the process for the uptake of NO molecule went along with a distinct color change from yellow to green or purple. However, it was also found that the NO was tightly bound only at - 30 °C due to the weak interactions between cofacial phenylene units of the triptycene derivatives and NO. Soon after, Konarev et al. (J Mol Struct 526:25–29, 2000) investigated the complexation of triptycene toward fullerene C60 and found that the C60 molecule in the complex showed the freezing of free rotation even at 87 °C, which was revealed by the infrared (IR) spectrum. The optical absorption spectrum also showed the low intensity of the C60 transitions in the 420–500 nm range, probably as a result of the separation of C60 molecules by the triptycenes along with the increasing C60–C60 distances.

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Authors and Affiliations

  1. Institute of Chemistry, Chinese Academy of Sciences, 100190, Beijing, China

    Chuan-Feng Chen & Ying-Xian Ma

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Correspondence to Chuan-Feng Chen .

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Chen, CF., Ma, YX. (2013). Iptycenes and Their Derivatives in Host–Guest Chemistry. In: Iptycenes Chemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-32888-6_9

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