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

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

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

Author(s) -

Gaku Furukawa,

Takeshi Shirai,

Yuki Homma,

Elsa Caytan,

Nicolas Vanthuyne,

Daniel Farran,

Christian Roussel,

Osamu Kitagawa

Publication year - 2020

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.0c00284

Subject(s) - methanesulfonic acid , protonation , brake , proton , pyridine , derivative (finance) , nitrogen atom , chemistry , medicinal chemistry , rotation (mathematics) , materials science , physics , organic chemistry , ring (chemistry) , ion , geometry , mathematics , economics , financial economics , metallurgy , quantum mechanics

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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