Selective monoalkylation of p-tert-butylcalix-[4]-arene in a methyl carbonate ionic liquid

Autor: Peter Nockemann, H. Q. Nimal Gunaratne, Aline F. V. Muzio, Rachel E. Whiteside
Rok vydání: 2018
Předmět:
Zdroj: Whiteside, R E, Gunaratne, H Q N, Muzio, A F V & Nockemann, P 2018, ' Selective monoalkylation of p-tert-butylcalix-[4]-arene in a methyl carbonate ionic liquid ', Chemical Communications . https://doi.org/10.1039/c8cc05566a
ISSN: 1364-548X
1359-7345
DOI: 10.1039/c8cc05566a
Popis: Methyl carbonate ionic liquids are shown to readily mono-deprotonate p-tert-butylcalix-[4]-arenes initiating the formation of an organic mono-anionic p-tert-butylcalix-[4]-arate salt, methanol and carbon dioxide. These calix-[4]-arate salts have been successfully used in alkylation reactions with dialkyl sulfates and alkyl halides to form a mono-alkylated single product with high yield. This method avoids the common use of alkali metal bases such as caesium fluoride hence providing a safer and more selective synthetic route.
Databáze: OpenAIRE