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

Gaku Furukawa; Takeshi Shirai; Yuki Homma; Elsa Caytan; Nicolas Vanthuyne; Daniel Farran; Christian Roussel; Osamu Kitagawa

doi:10.1021/acs.joc.0c00284

Journal articles

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

Gaku Furukawa ¹ Takeshi Shirai ¹ Yuki Homma ¹ Elsa Caytan ^{2, *} Nicolas Vanthuyne ³ Daniel Farran ³ Christian Roussel ^{3, *} Osamu Kitagawa ^{1, *}

* Corresponding author

1 Shibaura Institute of Technology

2 ISCR - Institut des Sciences Chimiques de Rennes

3 ISM2 - Institut des Sciences Moléculaires de Marseille

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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Journal articles

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Chemical Sciences

Chemical Sciences / Organic chemistry

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Submitted on : Tuesday, May 12, 2020 - 1:32:19 PM
Last modification on : Wednesday, April 7, 2021 - 3:18:12 PM

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

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

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