An example of lipophiloselectivity: The preferred oxidation, in water, of hydrophobic 2-alkanols catalyzed by a cross-linked polyethyleneimine- polyoxometalate catalyst assembly

Adina Haimov, Ronny Neumann*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

72 Scopus citations

Abstract

A cross-linked polyethyleneimine polymer containing the [ZnWZn 2(H2O)2(ZnW9O34) 2]12- polyoxometalate was prepared from branched polyethyleneimine (Mw = 600), the polyoxometalate, and a n-octylamine-epichlorohydrin cross-linking reagent. This catalytic assembly was active for the selective oxidation of 2-alkanols to 2-alkanones with aqueous H2O2 with reactions presumably occurring at a hydrophobic domain. Most importantly, the catalyst showed distinctive lipophiloselectivity, that is selectivity as a function of the lipophilic nature of a reaction substrate. The lipophiloselectivity was proportional to the relative partition coefficient (1-octanol/water) of the substrates.

Original languageEnglish
Pages (from-to)15697-15700
Number of pages4
JournalJournal of the American Chemical Society
Volume128
Issue number49
DOIs
StatePublished - 13 Dec 2006
Externally publishedYes

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