Synthesis of bromo- and iodo-substituted pyromellitic diimide-based [2+2]- and [3+3]macrocycles, and their absorption spectra and electrochemical and inclusion properties

Md Ershad Halim; Arkasish Bandyopadhyay; Liansheng Sun; Keisuke Tao; Yogesh Shashikant Sangvikar; Takaaki Miyazaki; Motonori Watanabe; Keiko Ideta; Taisuke Matsumoto; Kenta Goto; Teruo Shinmyozu

doi:10.1016/j.tetlet.2015.10.070

Synthesis of bromo- and iodo-substituted pyromellitic diimide-based [2+2]- and [3+3]macrocycles, and their absorption spectra and electrochemical and inclusion properties

Md Ershad Halim, Arkasish Bandyopadhyay, Liansheng Sun, Keisuke Tao, Yogesh Shashikant Sangvikar, Takaaki Miyazaki, Motonori Watanabe, Keiko Ideta, Taisuke Matsumoto, Kenta Goto, Teruo Shinmyozu

Research output: Contribution to journal › Article › peer-review

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Abstract

New pyromellitic diimide-based tetrabromo[2+2]macrocycle ([2+2]MC) 2, tribromo- and hexabromo[3+3]MCs 3a and 3b, as well as triiodo[3+3]MC 3c were synthesized as structural units of covalently bound nanotubes, and their absorption spectra and redox properties, as well as inclusion phenomena of the [2+2]MC 2 were reported. Tetrabromo[2+2]MC 2 forms a 1:1 inclusion complex with toluene, whose structure was revealed by X-ray structural analysis.

Original language	English
Pages (from-to)	6970-6974
Number of pages	5
Journal	Tetrahedron Letters
Volume	56
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2015.10.070
Publication status	Published - Dec 16 2015

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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Ershad Halim, M., Bandyopadhyay, A., Sun, L., Tao, K., Sangvikar, Y. S., Miyazaki, T., Watanabe, M., Ideta, K., Matsumoto, T., Goto, K., & Shinmyozu, T. (2015). Synthesis of bromo- and iodo-substituted pyromellitic diimide-based [2+2]- and [3+3]macrocycles, and their absorption spectra and electrochemical and inclusion properties. Tetrahedron Letters, 56(50), 6970-6974. https://doi.org/10.1016/j.tetlet.2015.10.070

Synthesis of bromo- and iodo-substituted pyromellitic diimide-based [2+2]- and [3+3]macrocycles, and their absorption spectra and electrochemical and inclusion properties. / Ershad Halim, Md; Bandyopadhyay, Arkasish; Sun, Liansheng; Tao, Keisuke; Sangvikar, Yogesh Shashikant; Miyazaki, Takaaki; Watanabe, Motonori; Ideta, Keiko; Matsumoto, Taisuke; Goto, Kenta; Shinmyozu, Teruo.

In: Tetrahedron Letters, Vol. 56, No. 50, 16.12.2015, p. 6970-6974.

Research output: Contribution to journal › Article › peer-review

Ershad Halim, M, Bandyopadhyay, A, Sun, L, Tao, K, Sangvikar, YS, Miyazaki, T, Watanabe, M, Ideta, K, Matsumoto, T, Goto, K & Shinmyozu, T 2015, 'Synthesis of bromo- and iodo-substituted pyromellitic diimide-based [2+2]- and [3+3]macrocycles, and their absorption spectra and electrochemical and inclusion properties', Tetrahedron Letters, vol. 56, no. 50, pp. 6970-6974. https://doi.org/10.1016/j.tetlet.2015.10.070

Ershad Halim, Md ; Bandyopadhyay, Arkasish ; Sun, Liansheng ; Tao, Keisuke ; Sangvikar, Yogesh Shashikant ; Miyazaki, Takaaki ; Watanabe, Motonori ; Ideta, Keiko ; Matsumoto, Taisuke ; Goto, Kenta ; Shinmyozu, Teruo. / Synthesis of bromo- and iodo-substituted pyromellitic diimide-based [2+2]- and [3+3]macrocycles, and their absorption spectra and electrochemical and inclusion properties. In: Tetrahedron Letters. 2015 ; Vol. 56, No. 50. pp. 6970-6974.

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title = "Synthesis of bromo- and iodo-substituted pyromellitic diimide-based [2+2]- and [3+3]macrocycles, and their absorption spectra and electrochemical and inclusion properties",

abstract = "New pyromellitic diimide-based tetrabromo[2+2]macrocycle ([2+2]MC) 2, tribromo- and hexabromo[3+3]MCs 3a and 3b, as well as triiodo[3+3]MC 3c were synthesized as structural units of covalently bound nanotubes, and their absorption spectra and redox properties, as well as inclusion phenomena of the [2+2]MC 2 were reported. Tetrabromo[2+2]MC 2 forms a 1:1 inclusion complex with toluene, whose structure was revealed by X-ray structural analysis.",

author = "{Ershad Halim}, Md and Arkasish Bandyopadhyay and Liansheng Sun and Keisuke Tao and Sangvikar, {Yogesh Shashikant} and Takaaki Miyazaki and Motonori Watanabe and Keiko Ideta and Taisuke Matsumoto and Kenta Goto and Teruo Shinmyozu",

note = "Funding Information: We gratefully acknowledge the financial support from the Grant-in-Aid for Scientific Research on Innovative Areas , Organic Synthesis Based on Reaction Integration , and a Grant-in-Aid for Scientific Research (C) (No. 26410053 ) from MEXT , Japan. This work was supported by a Management Express Grant for National Universities Cooperation from MEXT, Japan. Md. Ershad Halim and K. Tao are sincerely thankful for the financial support from the G-COE Program, Science for Future Molecular Systems, Kyushu University , Japan. The computations were carried out using the computer facilities at the Research Institute for Information Technology, Kyushu University. Publisher Copyright: {\textcopyright} 2015 Elsevier Ltd. All rights reserved. Copyright: Copyright 2015 Elsevier B.V., All rights reserved.",

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doi = "10.1016/j.tetlet.2015.10.070",

language = "English",

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AU - Bandyopadhyay, Arkasish

AU - Sun, Liansheng

AU - Tao, Keisuke

AU - Sangvikar, Yogesh Shashikant

AU - Miyazaki, Takaaki

AU - Watanabe, Motonori

AU - Ideta, Keiko

AU - Matsumoto, Taisuke

AU - Goto, Kenta

AU - Shinmyozu, Teruo

N1 - Funding Information: We gratefully acknowledge the financial support from the Grant-in-Aid for Scientific Research on Innovative Areas , Organic Synthesis Based on Reaction Integration , and a Grant-in-Aid for Scientific Research (C) (No. 26410053 ) from MEXT , Japan. This work was supported by a Management Express Grant for National Universities Cooperation from MEXT, Japan. Md. Ershad Halim and K. Tao are sincerely thankful for the financial support from the G-COE Program, Science for Future Molecular Systems, Kyushu University , Japan. The computations were carried out using the computer facilities at the Research Institute for Information Technology, Kyushu University. Publisher Copyright: © 2015 Elsevier Ltd. All rights reserved. Copyright: Copyright 2015 Elsevier B.V., All rights reserved.

PY - 2015/12/16

Y1 - 2015/12/16

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AB - New pyromellitic diimide-based tetrabromo[2+2]macrocycle ([2+2]MC) 2, tribromo- and hexabromo[3+3]MCs 3a and 3b, as well as triiodo[3+3]MC 3c were synthesized as structural units of covalently bound nanotubes, and their absorption spectra and redox properties, as well as inclusion phenomena of the [2+2]MC 2 were reported. Tetrabromo[2+2]MC 2 forms a 1:1 inclusion complex with toluene, whose structure was revealed by X-ray structural analysis.

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Synthesis of bromo- and iodo-substituted pyromellitic diimide-based [2+2]- and [3+3]macrocycles, and their absorption spectra and electrochemical and inclusion properties

Abstract

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