Doped sol-gel materials as heterogeneous reagents for organic synthesis

Lili Sarussi, Jochanan Blum, David Avnir

Research output: Contribution to journalConference articlepeer-review

10 Scopus citations

Abstract

We advance the use of reactive doped sol-gel materials as heterogeneous reagents for organic-chemistry synthesis. Three approaches were demonstrated with SiO2-based materials: Direct physical entrapment of the organic reagent; in-situ generation of an inorganic reagent within the matrix; and covalent attachment of the reagent to the matrix. With the first, entrapped p-toluenesulfonic acid facilitated the 100% yield esterification of benzoic acid with 1-pentanol, and the 100% dehydration of 1-tetralol to 1,2-dihydronaphthalene; with the second approach, a sol-gel oxidant, SiO2/MnO2 was used to convert benzyl alcohol to benzaldehyde and 1-tetralol to 1-tetralone; and with the third, anchored propylamine facilitated dehydrobromination reactions resulting in double-bond formation. Several other reactions with these reagents are described, and their reactivities analyzed.

Original languageEnglish
Pages (from-to)17-22
Number of pages6
JournalJournal of Sol-Gel Science and Technology
Volume19
Issue number1-3
DOIs
StatePublished - Dec 2000
Event10th International Workshop pn Glass and Ceramics, Hybrids and Nanocomposites from Gels - Yokohama, Jpn
Duration: 20 Sep 199924 Sep 1999

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