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Aliouat H, Caumes C, Roy O, et al. 1,2,3-Triazolium-Based Peptoid Oligomers. J Org Chem. 2017;82(5):2386-2398doi: 10.1021/acs.joc.6b02804.
Aliouat, H., Caumes, C., Roy, O., Zouikri, M., Taillefumier, C., & Faure, S. (2017). 1,2,3-Triazolium-Based Peptoid Oligomers. The Journal of organic chemistry, 82(5), 2386-2398. https://doi.org/10.1021/acs.joc.6b02804
Aliouat, Hafida, et al. "1,2,3-Triazolium-Based Peptoid Oligomers." The Journal of organic chemistry vol. 82,5 (2017): 2386-2398. doi: https://doi.org/10.1021/acs.joc.6b02804
Aliouat H, Caumes C, Roy O, Zouikri M, Taillefumier C, Faure S. 1,2,3-Triazolium-Based Peptoid Oligomers. J Org Chem. 2017 Mar 03;82(5):2386-2398. doi: 10.1021/acs.joc.6b02804. Epub 2017 Feb 22. PMID: 28225627.
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J Org Chem. 2017 Mar 03;82(5):2386-2398. doi: 10.1021/acs.joc.6b02804. Epub 2017 Feb 22.

1,2,3-Triazolium-Based Peptoid Oligomers.

The Journal of organic chemistry

Hafida Aliouat, Cécile Caumes, Olivier Roy, Mohamed Zouikri, Claude Taillefumier, Sophie Faure

Affiliations

  1. Université Clermont Auvergne , CNRS, SIGMA Clermont, Institut de Chimie de Clermont-Ferrand, F-63000 Clermont-Ferrand, France.
  2. Laboratoire de Chimie Physique Moléculaire et Macromoléculaire, Département de Chimie, Faculté des Sciences, Université de Blida , I.B.P 270 Route de Soumaa, Blida, Algeria.

PMID: 28225627 DOI: 10.1021/acs.joc.6b02804

Abstract

The cis-directing effect of the 1,2,3-triazolium-type side chain was studied on dimeric peptoid models with various patterns: αα, αβ, βα and ββ. Low influences of the sequence and of the solvent were observed, the cis conformation of the amide carrying the triazolium ranging from 83 to 94% in proportion. The synthesis of peptoid homooligomers with four or eight pendant 1,2,3-triazolium side chains is described. α-, β- and α,β-peptoids carrying propargyl groups were subjected to CuAAC reaction using alkyl azides, and the resulting triazoles were quaternized providing well-defined multitriazolium platforms. The influence of the counteranion (PF

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