4.4 Article

Acid-controlled switching of conformational preference of N,N-diarylamides bearing pyridine

Journal

TETRAHEDRON LETTERS
Volume 57, Issue 42, Pages 4737-4741

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.09.035

Keywords

Molecular switch; Stimuli responsive; Aromatic amide; pH-dependent

Funding

  1. JSPS KAKENHI [26460154]
  2. Hoansha Foundation
  3. Grants-in-Aid for Scientific Research [26460154] Funding Source: KAKEN

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Nuclear magnetic resonance (NMR) studies of acid-induced conformational switching (trans/cis isomerization) of N,N-diarylamides bearing a pyridine moiety indicated that the trans/cis conformational preference of these amides is dependent on the relative Pi-electron densities of the two N-aromatic parts, and can be controlled by protonation or deprotonation of pyridine. (C) 2016 Elsevier Ltd. All rights reserved.

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