The tert-Butyl Side Chain: A Powerful Means to Lock Peptoid Amide Bonds in the Cis Conformation

O Roy, C Caumes, Y Esvan, C Didierjean, S Faure… - Organic …, 2013 - ACS Publications
The very simple sterically hindered tert-butyl side chain exerts complete control over the
peptoid amide geometry which only exists in the cis conformation. It is exemplified in Nt Bu …

N‐Alkylated Aromatic Poly‐ and Oligoamides

A Akhdar, A Gautier, T Hjelmgaard, S Faure - ChemPlusChem, 2021 - Wiley Online Library
N‐alkylated aromatic poly‐and oligoamides are a particular class of abiotic foldamers that is
deprived of the capability of forming intramolecular hydrogen‐bonding networks to stabilize …

Weak backbone CH⋯ O [double bond, length as m-dash] C and side chain t Bu⋯ t Bu London interactions help promote helix folding of achiral N t Bu peptoids

G Angelici, N Bhattacharjee, O Roy, S Faure… - Chemical …, 2016 - pubs.rsc.org
The synthesis of all-cis amide (NtBu)-glycine oligomers up to 15 residues long by a
blockwise coupling approach is reported. The structure and dynamical behavior of these …

Synthesis and complexing properties of cyclic benzylopeptoids–a new family of extended macrocyclic peptoids

A Meli, S Gambaro, C Costabile, C Talotta… - Organic & …, 2016 - pubs.rsc.org
An efficient protocol for the solid-phase synthesis of six members of a new class of extended
macrocyclic peptoids (based on ortho-, meta-and para-N-(methoxyethyl) aminomethyl …

Cage-like structures based on constrained cyclic arylopeptoids

A Akhdar, L Nauton, L Jouffret, S Faure… - Chemical …, 2023 - pubs.rsc.org
The access to cupola-like or tube-like structures from ortho-and meta-arylopeptoid
macrocycles was explored through CuAAC reaction using a partially flexible bis (azide) and …

Macrocyclic arylopeptoids–a novel type of cyclic N-alkylated aromatic oligoamides forming nanotubular assemblies

T Hjelmgaard, O Roy, L Nauton, M El-Ghozzi… - Chemical …, 2014 - pubs.rsc.org
Macrocyclic arylopeptoids – a novel type of cyclic N -alkylated aromatic oligoamides forming
nanotubular assemblies - Chemical Communications (RSC Publishing) DOI:10.1039/C4CC00821A …

Topologically diverse shapes accessible by modular design of arylopeptoid macrocycles

T Hjelmgaard, L Nauton, F De Riccardis, L Jouffret… - Organic …, 2018 - ACS Publications
N-Substituted aromatic cyclooligoamides composed of different combinations of ortho-, meta-
, and/or para-arylopeptoid residues carrying methoxyethyl side chains have been efficiently …

Combinatorial solid-phase synthesis of aromatic oligoamides: A research-based laboratory module for undergraduate organic chemistry

AA Fuller - Journal of Chemical Education, 2016 - ACS Publications
A five-week, research-based experiment suitable for second-semester introductory organic
laboratory students is described. Each student designs, prepares, and analyzes a …

Arylopeptoid oligomers functionalised by combinatorial or sequential on-resin click chemistry using a copper (I)–N-heterocyclic carbene catalyst

A Akhdar, S Faure, A Gautier - Organic & Biomolecular Chemistry, 2022 - pubs.rsc.org
An efficient on-resin click chemistry protocol using a stable copper (I)–N-heterocyclic
carbene catalyst is developed for post-functionalization of N-alkylated …

Multi-institution research and education collaboration identifies new antimicrobial compounds

AA Fuller, AB Dounay, D Schirch, DG Rivera… - ACS Chemical …, 2020 - ACS Publications
New antibiotics are urgently needed to address increasing rates of multidrug resistant
infections. Seventy-six diversely functionalized compounds, comprising five structural …