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

Authors :: Furukawa G
Shirai T
Homma Y
Caytan E
Vanthuyne N
Farran D
Roussel C
Kitagawa O
Source :: The Journal of organic chemistry [J Org Chem] 2020 Apr 03; Vol. 85 (7), pp. 5109-5113. Date of Electronic Publication: 2020 Mar 12.
Publication Year :: 2020
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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