Volume 136, Issue 41 e202414124

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Innentitelbild: Dearomative Construction of 2D/3D Frameworks from Quinolines via Nucleophilic Addition/Borate-Mediated Photocycloaddition (Angew. Chem. 41/2024)

Asuha Shimose

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Shiho Ishigaki,

Shiho Ishigaki

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Yu Sato,

Yu Sato

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Juntaro Nogami,

Juntaro Nogami

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Dr. Naoyuki Toriumi,

Dr. Naoyuki Toriumi

orcid.org/0000-0001-5963-4735

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033 Japan

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Prof. Dr. Masanobu Uchiyama,

Prof. Dr. Masanobu Uchiyama

orcid.org/0000-0001-6385-5944

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033 Japan

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Prof. Dr. Ken Tanaka,

Corresponding Author

Prof. Dr. Ken Tanaka

[email protected]

orcid.org/0000-0003-0534-7559

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Dr. Yuki Nagashima,

Corresponding Author

Dr. Yuki Nagashima

[email protected]

orcid.org/0000-0001-8470-5638

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033 Japan

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Asuha Shimose,

Asuha Shimose

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Shiho Ishigaki,

Shiho Ishigaki

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Yu Sato,

Yu Sato

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Juntaro Nogami,

Juntaro Nogami

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Dr. Naoyuki Toriumi,

Dr. Naoyuki Toriumi

orcid.org/0000-0001-5963-4735

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033 Japan

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Prof. Dr. Masanobu Uchiyama,

Prof. Dr. Masanobu Uchiyama

orcid.org/0000-0001-6385-5944

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033 Japan

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Prof. Dr. Ken Tanaka,

Corresponding Author

Prof. Dr. Ken Tanaka

[email protected]

orcid.org/0000-0003-0534-7559

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

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Dr. Yuki Nagashima,

Corresponding Author

Dr. Yuki Nagashima

[email protected]

orcid.org/0000-0001-8470-5638

Department of Chemical Science and Engineering, Tokyo Institute of Technology O-okayama, Meguro-ku, Tokyo, 152-8550 Japan

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033 Japan

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First published: 06 August 2024

https://doi.org/10.1002/ange.202414124

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Graphical Abstract

Dearomative construction of 2D/3D frameworks from 2D aromatics is illustrated in the cover image and reported by Ken Tanaka, Yuki Nagashima et al. in their Research Article (e202403461). The cover mage shows transformations from 2D quinolines into triply-fused 2D/3D rings through nucleophilic addition, borate complex formation, and photocycloaddition. Mechanistic studies revealed that the borate complex accelerates the photocycloaddition and suppresses rearomatization in the excited state.