The synthesis of optically active N-C axially chiral tetrahydroquinoline and its response to an acid-accelerated molecular rotor

Yuya Suzuki; Masato Kageyama; Ryuichi Morisawa; Yasuo Dobashi; Hiroshi Hasegawa; Satoshi Yokojima; Osamu Kitagawa

doi:10.1039/c5cc03659c

The synthesis of optically active N-C axially chiral tetrahydroquinoline and its response to an acid-accelerated molecular rotor

Yuya Suzuki, Masato Kageyama, Ryuichi Morisawa, Yasuo Dobashi, Hiroshi Hasegawa, Satoshi Yokojima, Osamu Kitagawa

研究成果: Article › 査読

11 被引用数 (Scopus)

抄録

Optically active atropisomeric N-(2,5-di-tert-butylphenyl)-1,2,3,4-tetrahydroquinoline with an N-C chiral axis was prepared via a catalytic enantioselective reaction. The addition of methane sulfonic acid to this axially chiral quinoline dramatically lowered the barrier to rotation around the chiral axis.

本文言語	English
ページ（範囲）	11229-11232
ページ数	4
ジャーナル	Chemical Communications
巻	51
号	56
DOI	https://doi.org/10.1039/c5cc03659c
出版ステータス	Published - 2015 7 18

ASJC Scopus subject areas

触媒
電子材料、光学材料、および磁性材料
セラミックおよび複合材料
化学 (全般)
表面、皮膜および薄膜
金属および合金
材料化学

文献へのアクセス

10.1039/c5cc03659c

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引用スタイル

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author = "Yuya Suzuki and Masato Kageyama and Ryuichi Morisawa and Yasuo Dobashi and Hiroshi Hasegawa and Satoshi Yokojima and Osamu Kitagawa",

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AU - Suzuki, Yuya

AU - Kageyama, Masato

AU - Morisawa, Ryuichi

AU - Dobashi, Yasuo

AU - Hasegawa, Hiroshi

AU - Yokojima, Satoshi

AU - Kitagawa, Osamu

PY - 2015/7/18

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AB - Optically active atropisomeric N-(2,5-di-tert-butylphenyl)-1,2,3,4-tetrahydroquinoline with an N-C chiral axis was prepared via a catalytic enantioselective reaction. The addition of methane sulfonic acid to this axially chiral quinoline dramatically lowered the barrier to rotation around the chiral axis.

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