1H NMR analysis of porphyrin-stoppered rotaxanes: effect of the porphyrin substituents on the macrocycle

Taichi Ikeda; Masumi Asakawa; Toshimi Shimizu

doi:10.1039/B403707C

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¹H NMR analysis of porphyrin-stoppered rotaxanes: effect of the porphyrin substituents on the macrocycle†

Taichi Ikeda,^a Masumi Asakawa^a and Toshimi Shimizu*^a

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* Corresponding authors

^a Nanoarchitectonics Research Center, National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki, Japan
E-mail: tshmz-shimizu@aist.go.jp
Fax: +81 298 61 4545
Tel: +81 298 61 4544

Abstract

Six kinds of porphyrin-stoppered rotaxanes were prepared by the combination of two threads (relatively longer and shorter) and three porphyrin rhodium chlorides having different substituents. The chemical shift changes in ¹H NMR spectra, due to the anisotropic shielding effects by the aromatic rings, enabled us to estimate the molecular structure. In the cases of the rotaxanes with relatively shorter thread, the conformation of the macrocycle proved to be affected by the substituents in the terminal porphyrin. This result suggests a mechanical interaction between the macrocycle and terminal porphyrin. This result will lead to novel designing of the molecular devices that can regulate the rotational motion of the macrocycle by the terminal porphyrin or transmit the rotational motion from the macrocycle to the terminal porphyrin.

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Article information

DOI: https://doi.org/10.1039/B403707C
Article type: Paper
Submitted: 10 Mar 2004
Accepted: 28 Apr 2004
First published: 15 Jun 2004

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New J. Chem., 2004,28, 870-873

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¹H NMR analysis of porphyrin-stoppered rotaxanes: effect of the porphyrin substituents on the macrocycle

T. Ikeda, M. Asakawa and T. Shimizu, New J. Chem., 2004, 28, 870 DOI: 10.1039/B403707C

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