Nonaggregational Shape-Persistent Cyclo[6]aramide and Its Macrocyclic Effect toward Binding Secondary Ammonium Salts in Moderately Polar Media

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...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2013-09, Vol.15 (18), p.4670-4673
Main Authors: Hu, Jinchuan, Chen, Long, Ren, Yi, Deng, Pengchi, Li, Xiaowei, Wang, Youjia, Jia, Yiming, Luo, Jian, Yang, Xinshi, Feng, Wen, Yuan, Lihua
Format: Article
Language:English
Subjects:
Acetone - chemistry
Magnetic Resonance Spectroscopy
Models, Molecular
Molecular Structure
Polycyclic Compounds - chemistry
Quaternary Ammonium Compounds - chemistry
Salts - chemistry
Structure-Activity Relationship
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol401930u