The alkylation reaction can be done with a “Catch and Release” approach, in which the acidic phenol is bound to the SiliaBond TBD and released upon addition of the electrophile. Excess phenol will remain bound to the silica facilitating work up and purification.
Additional published applications include the alkylation of activated methylene-containing compounds, dehalogenation of organic halides, and the synthesis of aryl triflates. As a base catalyst, it has been used in Michael reactions, Knoevenagel condensations, Robinson annulations and nucleophilic epoxidations.
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- Micro. Meso. Mater., 35-36 (2000) 143
- Org. Lett., 6 (2004) 1891