β-to-β 2,5-Pyrrolylene-Linked Cyclic Porphyrin Oligomers

Yutao Rao; Jun Oh Kim; Woojae Kim; Guangming Zhong; Bangshao Yin; Mingbo Zhou; Hiroshi Shinokubo; Naoki Aratani; Takayuki Tanaka; Shubin Liu; Atsuhiro Osuka; Dongho Kim; Jianxin Song

doi:10.1002/chem.201601306

β-to-β 2,5-Pyrrolylene-Linked Cyclic Porphyrin Oligomers

Yutao Rao, Jun Oh Kim, Woojae Kim, Guangming Zhong, Bangshao Yin, Mingbo Zhou, Hiroshi Shinokubo, Naoki Aratani, Takayuki Tanaka, Shubin Liu, Atsuhiro Osuka, Dongho Kim, Jianxin Song

Department of Chemistry

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

16 Citations (Scopus)

Abstract

β-to-β 2,5-Pyrrolylene linked cyclic porphyrin oligomers have been synthesized by Suzuki–Miyaura coupling of 2,5-diborylpyrrole and 3,7-dibromoporphyrin. The cyclic porphyrin oligomers exhibit roughly coplanar structures, strong excitonic coupling, small electrochemical HOMO–LUMO gaps, and ultrafast excitation energy transfer between the neighboring porphyrins via the pyrrolylene bridge.

Original language	English
Pages (from-to)	8801-8804
Number of pages	4
Journal	Chemistry - A European Journal
Volume	22
Issue number	26
DOIs	https://doi.org/10.1002/chem.201601306
Publication status	Published - 2016 Jun 20

Bibliographical note

Funding Information:
We thank Prof. Xiaoyi Yi (Central South University, China) for 3 Ni crystal measurement. The work at Hunan Normal University was supported by the National Natural Science Foundation of China (Grant No. 21272065), the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry, and Scientific Research Fund of Hunan Provincial Education Department (Grant No. 13k027). The work at Kyoto was supported by a Grant-in-Aid from MEXT (No. 25220802 (Scientific Research (S)). The research at Yonsei University was supported by the Global Research Laboratory (GRL) Program (2013K1A1A2A02050183) of the Ministry of Education, Science and Technology (MEST) of Korea. The quantum calculations were performed using the supercomputing resource of the Korea Institute of Science and Technology Information (KISTI).

Publisher Copyright:
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

All Science Journal Classification (ASJC) codes

Catalysis
Organic Chemistry

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10.1002/chem.201601306

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title = "β-to-β 2,5-Pyrrolylene-Linked Cyclic Porphyrin Oligomers",

abstract = "β-to-β 2,5-Pyrrolylene linked cyclic porphyrin oligomers have been synthesized by Suzuki–Miyaura coupling of 2,5-diborylpyrrole and 3,7-dibromoporphyrin. The cyclic porphyrin oligomers exhibit roughly coplanar structures, strong excitonic coupling, small electrochemical HOMO–LUMO gaps, and ultrafast excitation energy transfer between the neighboring porphyrins via the pyrrolylene bridge.",

author = "Yutao Rao and Kim, {Jun Oh} and Woojae Kim and Guangming Zhong and Bangshao Yin and Mingbo Zhou and Hiroshi Shinokubo and Naoki Aratani and Takayuki Tanaka and Shubin Liu and Atsuhiro Osuka and Dongho Kim and Jianxin Song",

note = "Funding Information: We thank Prof. Xiaoyi Yi (Central South University, China) for 3 Ni crystal measurement. The work at Hunan Normal University was supported by the National Natural Science Foundation of China (Grant No. 21272065), the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry, and Scientific Research Fund of Hunan Provincial Education Department (Grant No. 13k027). The work at Kyoto was supported by a Grant-in-Aid from MEXT (No. 25220802 (Scientific Research (S)). The research at Yonsei University was supported by the Global Research Laboratory (GRL) Program (2013K1A1A2A02050183) of the Ministry of Education, Science and Technology (MEST) of Korea. The quantum calculations were performed using the supercomputing resource of the Korea Institute of Science and Technology Information (KISTI). Publisher Copyright: {\textcopyright} 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2016",

month = jun,

day = "20",

doi = "10.1002/chem.201601306",

language = "English",

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AU - Rao, Yutao

AU - Kim, Jun Oh

AU - Kim, Woojae

AU - Zhong, Guangming

AU - Yin, Bangshao

AU - Zhou, Mingbo

AU - Shinokubo, Hiroshi

AU - Aratani, Naoki

AU - Tanaka, Takayuki

AU - Liu, Shubin

AU - Osuka, Atsuhiro

AU - Kim, Dongho

AU - Song, Jianxin

N1 - Funding Information: We thank Prof. Xiaoyi Yi (Central South University, China) for 3 Ni crystal measurement. The work at Hunan Normal University was supported by the National Natural Science Foundation of China (Grant No. 21272065), the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry, and Scientific Research Fund of Hunan Provincial Education Department (Grant No. 13k027). The work at Kyoto was supported by a Grant-in-Aid from MEXT (No. 25220802 (Scientific Research (S)). The research at Yonsei University was supported by the Global Research Laboratory (GRL) Program (2013K1A1A2A02050183) of the Ministry of Education, Science and Technology (MEST) of Korea. The quantum calculations were performed using the supercomputing resource of the Korea Institute of Science and Technology Information (KISTI). Publisher Copyright: © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

PY - 2016/6/20

Y1 - 2016/6/20

N2 - β-to-β 2,5-Pyrrolylene linked cyclic porphyrin oligomers have been synthesized by Suzuki–Miyaura coupling of 2,5-diborylpyrrole and 3,7-dibromoporphyrin. The cyclic porphyrin oligomers exhibit roughly coplanar structures, strong excitonic coupling, small electrochemical HOMO–LUMO gaps, and ultrafast excitation energy transfer between the neighboring porphyrins via the pyrrolylene bridge.

AB - β-to-β 2,5-Pyrrolylene linked cyclic porphyrin oligomers have been synthesized by Suzuki–Miyaura coupling of 2,5-diborylpyrrole and 3,7-dibromoporphyrin. The cyclic porphyrin oligomers exhibit roughly coplanar structures, strong excitonic coupling, small electrochemical HOMO–LUMO gaps, and ultrafast excitation energy transfer between the neighboring porphyrins via the pyrrolylene bridge.

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β-to-β 2,5-Pyrrolylene-Linked Cyclic Porphyrin Oligomers

Abstract

Bibliographical note

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