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Relayed Proton Brake in N-Pyridyl-2-iso-propylaniline Derivative: Two Brakes with One Proton.
Furukawa, Gaku; Shirai, Takeshi; Homma, Yuki; Caytan, Elsa; Vanthuyne, Nicolas; Farran, Daniel; Roussel, Christian; Kitagawa, Osamu.
Afiliação
  • Furukawa G; Department of Applied Chemistry, Japanese Association of Bio-intelligence for Well-being, Shibaura Institute of Technology, 3-7-5 Toyosu, Kohto-ku, Tokyo 135-8548, Japan.
  • Shirai T; Department of Applied Chemistry, Japanese Association of Bio-intelligence for Well-being, Shibaura Institute of Technology, 3-7-5 Toyosu, Kohto-ku, Tokyo 135-8548, Japan.
  • Homma Y; Department of Applied Chemistry, Japanese Association of Bio-intelligence for Well-being, Shibaura Institute of Technology, 3-7-5 Toyosu, Kohto-ku, Tokyo 135-8548, Japan.
  • Caytan E; Univ Rennes, CNRS, ISCR-UMR6226, F-35000 Rennes, France.
  • Vanthuyne N; Aix Marseille Univ, CNRS, Centrale Marseillei, Sm2, UMR 7313, 13397 Cedex 20, Marseille, France.
  • Farran D; Aix Marseille Univ, CNRS, Centrale Marseillei, Sm2, UMR 7313, 13397 Cedex 20, Marseille, France.
  • Roussel C; Aix Marseille Univ, CNRS, Centrale Marseillei, Sm2, UMR 7313, 13397 Cedex 20, Marseille, France.
  • Kitagawa O; Department of Applied Chemistry, Japanese Association of Bio-intelligence for Well-being, Shibaura Institute of Technology, 3-7-5 Toyosu, Kohto-ku, Tokyo 135-8548, Japan.
J Org Chem ; 85(7): 5109-5113, 2020 Apr 03.
Article em En | MEDLINE | ID: mdl-32138515
ABSTRACT
The addition of methanesulfonic acid to N-(2,6-dimethylpyridin-4-yl)-N-methyl-2-iso-propylaniline led to the selective protonation of the pyridine nitrogen atom, resulting in a significant deceleration of the rotation rates around both N-pyridyl and N-(i-Pr)phenyl bonds through a relayed brake mechanism.
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article