학술논문

Dynamic Covalent Chemistry of Nucleophilic Substitution Component Exchange of Quaternary Ammonium Salts.
Document Type
Article
Source
Chemistry - An Asian Journal. Nov2015, Vol. 10 Issue 11, p2484-2496. 13p.
Subject
*MOLECULAR structure
*NUCLEOPHILIC addition (Chemistry)
*ADDITION reactions
*AMMONIUM salts
*CUPFERRON
Language
ISSN
1861-4728
Abstract
Dynamic covalent libraries (DCLs) of quaternary ammonium cations were set up by reversible nucleophilic substitution (SN2′ and SN2) exchange reactions of ammonium salts and tertiary amines. The reactions were conducted at 60 °C to generate thermodynamically and kinetically controlled mixtures of quaternary ammonium compounds and tertiary amines, and were accelerated by using iodide as a nucleophilic catalyst. Microwave irradiation was used to assist the exchange reaction between the pyridinium salts and pyridine derivatives. Finally, experiments towards the generation of dynamic ionic liquids were performed. The results of this study pave the way for the extension of dynamic combinatorial chemistry to nucleophilic substitution reactions. [ABSTRACT FROM AUTHOR]