Metalation of expanded porphyrins: A chemical trigger used to produce molecular twisting and Möbius aromaticity

Yasuo Tanaka; Shohei Saito; Shigeki Mori; Naoki Aratani; Hiroshi Shinokubo; Naoki Shibata; Yoshiki Higuchi; Zin Seok Yoon; Kil Suk Kim; Su Bum Noh; Jong Kang Park; Dongho Kim; Atsuhiro Osuka

doi:10.1002/anie.200704407

Metalation of expanded porphyrins: A chemical trigger used to produce molecular twisting and Möbius aromaticity

Yasuo Tanaka, Shohei Saito, Shigeki Mori, Naoki Aratani, Hiroshi Shinokubo, Naoki Shibata, Yoshiki Higuchi, Zin Seok Yoon, Kil Suk Kim, Su Bum Noh, Jong Kang Park, Dongho Kim, Atsuhiro Osuka

Department of Chemistry

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

264 Citations (Scopus)

Abstract

(Chemical Equation Presented) Round the twist: Metalation of [36]octaphyrin 1 provided the Möbius aromatic Pd₂ complex 3 as well as the Hückel antiaromatic Pd₂ complex 2. This method can be applied to other expanded porphyrins and Group 10 metal ions. The aromatic/antiaromatic character was supported by NMR spectrscopy, NICS calculation, and two-photon absorption measurements.

Original language	English
Pages (from-to)	681-684
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	4
DOIs	https://doi.org/10.1002/anie.200704407
Publication status	Published - 2008

All Science Journal Classification (ASJC) codes

Catalysis
Chemistry(all)

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10.1002/anie.200704407

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Tanaka, Y., Saito, S., Mori, S., Aratani, N., Shinokubo, H., Shibata, N., Higuchi, Y., Yoon, Z. S., Kim, K. S., Noh, S. B., Park, J. K., Kim, D., & Osuka, A. (2008). Metalation of expanded porphyrins: A chemical trigger used to produce molecular twisting and Möbius aromaticity. Angewandte Chemie - International Edition, 47(4), 681-684. https://doi.org/10.1002/anie.200704407

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abstract = "(Chemical Equation Presented) Round the twist: Metalation of [36]octaphyrin 1 provided the M{\"o}bius aromatic Pd2 complex 3 as well as the H{\"u}ckel antiaromatic Pd2 complex 2. This method can be applied to other expanded porphyrins and Group 10 metal ions. The aromatic/antiaromatic character was supported by NMR spectrscopy, NICS calculation, and two-photon absorption measurements.",

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year = "2008",

doi = "10.1002/anie.200704407",

language = "English",

volume = "47",

pages = "681--684",

journal = "Angewandte Chemie - International Edition",

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AU - Tanaka, Yasuo

AU - Saito, Shohei

AU - Mori, Shigeki

AU - Aratani, Naoki

AU - Shinokubo, Hiroshi

AU - Shibata, Naoki

AU - Higuchi, Yoshiki

AU - Yoon, Zin Seok

AU - Kim, Kil Suk

AU - Noh, Su Bum

AU - Park, Jong Kang

AU - Kim, Dongho

AU - Osuka, Atsuhiro

PY - 2008

Y1 - 2008

N2 - (Chemical Equation Presented) Round the twist: Metalation of [36]octaphyrin 1 provided the Möbius aromatic Pd2 complex 3 as well as the Hückel antiaromatic Pd2 complex 2. This method can be applied to other expanded porphyrins and Group 10 metal ions. The aromatic/antiaromatic character was supported by NMR spectrscopy, NICS calculation, and two-photon absorption measurements.

AB - (Chemical Equation Presented) Round the twist: Metalation of [36]octaphyrin 1 provided the Möbius aromatic Pd2 complex 3 as well as the Hückel antiaromatic Pd2 complex 2. This method can be applied to other expanded porphyrins and Group 10 metal ions. The aromatic/antiaromatic character was supported by NMR spectrscopy, NICS calculation, and two-photon absorption measurements.

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Metalation of expanded porphyrins: A chemical trigger used to produce molecular twisting and Möbius aromaticity

Abstract

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