Adamantylated bisimidazolium cations exhibit a distinct fragmentation pathway in contrast to their cucurbit[7]uril (CB7) complexes. The observed alternative fragmentation of the guest molecule in a complex clearly correlates to the supposed sterically hindered or allowed slippage of the macrocycle over the axel molecule.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/chem.201201444 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Gas-phase fragmentation of 1-adamantylbisimidazolium salts and their complexes with cucurbit[7]uril studied using selectively H-labeled guest molecules.
Rapid Commun Mass Spectrom
September 2017
Department of Chemistry, Faculty of Technology, Tomas Bata University in Zlín, Zlín, Vavrečkova 275, 760 01 Zlín, Czech Republic.
Rationale: Bisimidazolium salts (BIMs) represent an interesting family of ditopic ligands that are used in the construction of supramolecular systems with hosts based on cyclodextrins or cucurbit[n]urils. Understanding the fragmentation mechanism of individual BIMs and how this mechanism changes after complexation with cucurbit[n]urils can bring new insight into the intrinsic host-guest relationship, thereby allowing utilization of mass spectrometry to describe binding behavior.
Methods: Selectively H-labeled bisimidazolium salts were prepared and fully characterized by spectroscopic methods.
Rotaxanes Capped with Host Molecules: Supramolecular Behavior of Adamantylated Bisimidazolium Salts Containing a Biphenyl Centerpiece.
Chemistry
August 2015
Department of Chemistry, Tomas Bata University in Zlín, Faculty of Technology, Nám. T. G. Masaryka 275, 762 76 Zlín (Czech Republic).
Bisimidazolium salts with one central biphenyl binding site and two terminal adamantyl binding sites form water-soluble binary or ternary aggregates with cucurbit[7]uril (CB7) and β-cyclodextrin (β-CD) with rotaxane and pseudorotaxane architectures. The observed arrangements result from cooperation of the supramolecular stopper binding strength and steric barriers against free slippage of the CB7 and β-CD host molecules over the bisimidazolium guest axle.
View Article and Find Full Text PDFDetermination of intrinsic binding modes by mass spectrometry: gas-phase behavior of adamantylated bisimidazolium guests complexed to cucurbiturils.
Chemistry
October 2012
Department of Chemistry, Faculty of Technology, Tomas Bata University in Zlín, Czech Republic.
Adamantylated bisimidazolium cations exhibit a distinct fragmentation pathway in contrast to their cucurbit[7]uril (CB7) complexes. The observed alternative fragmentation of the guest molecule in a complex clearly correlates to the supposed sterically hindered or allowed slippage of the macrocycle over the axel molecule.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!