Interfacial Activity of Quaternary Salts as a Guide to Catalytic Performance in Phase-Transfer Catalysis

Doron Mason, Shlomo Magdassi, Yoel Sasson

Research output: Contribution to journalArticlepeer-review

49 Scopus citations

Abstract

The phase transfer catalyzed ethylation of deoxybenzoin has been studied in several solvents, using symmetrical quaternary ammonium bromides as catalysts. In all cases the reactivity passed through a maximum as the size of the catalyst increased. The catalysts were also found to reduce the interfacial tension between the phases. This effect also passing through a maximum as a function of catalyst size. A correlation was observed between the two parameters, such that those catalysts reducing interfacial tension most markedly were also the best catalysts. Therefore, interfacial tension can be a guide to catalytic activity in certain PTC systems.

Original languageAmerican English
Pages (from-to)2714-2717
Number of pages4
JournalJournal of Organic Chemistry
Volume55
Issue number9
DOIs
StatePublished - 1990

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