Literature DB >> 32138515

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.   

Abstract

The addition of methane sulfonic 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.

Entities:  

Year:  2020        PMID: 32138515     DOI: 10.1021/acs.joc.0c00284

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Atropisomerism in Diarylamines: Structural Requirements and Mechanisms of Conformational Interconversion.

Authors:  Romain Costil; Alistair J Sterling; Fernanda Duarte; Jonathan Clayden
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-20       Impact factor: 16.823

  1 in total

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