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Dioxirane‐Mediated Heterogeneous Epoxidations with Potassium Caroate: A Solid Catalyst Bearing Anchored Ketone Moieties
Author(s) -
D'Accolti Lucia,
Annese Cosimo,
De Riccardis Alberto,
De Giglio Elvira,
Cafagna Damiana,
Fanelli Fiorenza,
Fusco Caterina
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200198
Subject(s) - dioxirane , chemistry , catalysis , ketone , heterogeneous catalysis , organic chemistry , potassium , trifluoromethyl , combinatorial chemistry , alkyl
A new hybrid material ( 3 ) consisting of trifluoromethyl ketone (TFMK) moieties, immobilized on silica through an appropriate spacer, was synthesized and characterized. Lacking easily oxidizable functionalities in the spacer chain, this material proved to be an excellent catalyst in heterogeneous epoxidations with potassium caroate (KHSO 5 ), surpassing other reported catalysts in performance and stability. The efficiency of silica‐supported catalyst 3 could be assessed upon carrying out the selective dioxirane‐mediated epoxidation of representative alkenes in high yields. The solid catalyst could then be recovered and reused in a number of consecutive oxidation cycles.