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Relayed Proton Brake in N-Pyridyl-2-iso-propylaniline Derivative: Two Brakes with One Proton

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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Submitted on : Tuesday, May 12, 2020 - 1:32:19 PM
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Gaku Furukawa, Takeshi Shirai, Yuki Homma, Elsa Caytan, Nicolas Vanthuyne, et al.. Relayed Proton Brake in N-Pyridyl-2-iso-propylaniline Derivative: Two Brakes with One Proton. Journal of Organic Chemistry, American Chemical Society, 2020, 85 (7), pp.5109-5113. ⟨10.1021/acs.joc.0c00284⟩. ⟨hal-02562367⟩

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