Nonaggregational Shape-Persistent Cyclo[6]aramide and Its Macrocyclic Effect toward Binding Secondary Ammonium Salts in Moderately Polar Media
- 11 September 2013
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 15 (18) , 4670-4673
Abstract
Simply by introducing steric side chains, the shape-persistent cyclo[6]aramides were found to exhibit nonaggregational behavior and strong association (3 × 104 M–1) ability in acetone for binding secondary ammonium salt. The complexation can be switched in an on-and-off fashion using AgPF6 and TBACl, contrasting sharply with their corresponding acyclic pentamer and demonstrating the macrocyclic effect.Keywords
This publication has 46 references indexed in Scilit:
- Cavity-containing, backbone-rigidified foldamers and macrocyclesChemical Communications, 2012
- Hydrogen bonded aryl amide and hydrazide oligomers: a new generation of preorganized soft frameworksChemical Communications, 2010
- Hollow Crescents, Helices, and Macrocycles from Enforced Folding and Folding-Assisted MacrocyclizationAccounts of Chemical Research, 2008
- Shape‐Persistent Macrocycles: Structures and Synthetic Approaches from Arylene and Ethynylene Building BlocksAngewandte Chemie International Edition, 2006
- Conjugated shape-persistent macrocycles via Schiff-base condensation: New motifs for supramolecular chemistryPure and Applied Chemistry, 2006
- Shape‐Persistent Macrocycles: From Molecules to MaterialsChemistry – A European Journal, 2004
- Shape-Persistent, Nano-Sized MacrocyclesEuropean Journal of Organic Chemistry, 2002
- Expanded porphyrins. Synthetic materials with potential medical utility1999
- Polyethynylated cyclic π-systems: scaffoldings for novel two and three-dimensional carbon networksChemical Society Reviews, 1999
- Shape-Persistent Molecular Architectures of Nanoscale DimensionAccounts of Chemical Research, 1997