Efficient 1H NMR chiral discrimination of sulfoxides caused by the dynamic nature of (R,R)-3′,3″-biBINOL

Toshio Kawanami; Kentaro Ishizuka; Hiroshi Furuno; Yoshihito Shiota; Kazunari Yoshizawa; Junji Inanaga

doi:10.1016/j.tetasy.2017.10.008

Efficient ¹H NMR chiral discrimination of sulfoxides caused by the dynamic nature of (R,R)-3′,3″-biBINOL

Toshio Kawanami
, Kentaro Ishizuka
, Hiroshi Furuno
, Yoshihito Shiota
, Kazunari Yoshizawa
, Junji Inanaga

物質基盤化学部門

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

2 被引用数 (Scopus)

抄録

A chiral BINOL dimer, (R,R)-3′,3″-BiBINOL, which possesses both rigid (atropos) and dynamic (tropos) axial chiralities, was found to work as an effective NMR chiral solvating reagent for the determination of the enantiomeric purities of various chiral sulfoxides. The unique chiral discrimination mechanism was also revealed by using DFT calculations and X-ray crystallographic analysis.

本文言語	英語
ページ（範囲）	1587-1590
ページ数	4
ジャーナル	Tetrahedron Asymmetry
巻	28
号	11
DOI	https://doi.org/10.1016/j.tetasy.2017.10.008
出版ステータス	出版済み - 11月 15 2017

!!!All Science Journal Classification (ASJC) codes

触媒
物理化学および理論化学
有機化学
無機化学

文献へのアクセス

10.1016/j.tetasy.2017.10.008

他のファイルとリンク

引用スタイル

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abstract = "A chiral BINOL dimer, (R,R)-3′,3″-BiBINOL, which possesses both rigid (atropos) and dynamic (tropos) axial chiralities, was found to work as an effective NMR chiral solvating reagent for the determination of the enantiomeric purities of various chiral sulfoxides. The unique chiral discrimination mechanism was also revealed by using DFT calculations and X-ray crystallographic analysis.",

author = "Toshio Kawanami and Kentaro Ishizuka and Hiroshi Furuno and Yoshihito Shiota and Kazunari Yoshizawa and Junji Inanaga",

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AU - Kawanami, Toshio

AU - Ishizuka, Kentaro

AU - Furuno, Hiroshi

AU - Shiota, Yoshihito

AU - Yoshizawa, Kazunari

AU - Inanaga, Junji

PY - 2017/11/15

Y1 - 2017/11/15

N2 - A chiral BINOL dimer, (R,R)-3′,3″-BiBINOL, which possesses both rigid (atropos) and dynamic (tropos) axial chiralities, was found to work as an effective NMR chiral solvating reagent for the determination of the enantiomeric purities of various chiral sulfoxides. The unique chiral discrimination mechanism was also revealed by using DFT calculations and X-ray crystallographic analysis.

AB - A chiral BINOL dimer, (R,R)-3′,3″-BiBINOL, which possesses both rigid (atropos) and dynamic (tropos) axial chiralities, was found to work as an effective NMR chiral solvating reagent for the determination of the enantiomeric purities of various chiral sulfoxides. The unique chiral discrimination mechanism was also revealed by using DFT calculations and X-ray crystallographic analysis.

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