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Updated: Feb 3, 2026

Predicting Catalyst Extrudate Breakage Based on the Modulus of Rupture
Published on: May 13, 2018
An efficient method for retro-Claisen-type C-C bond cleavage of diketones with tropylium catalyst
M A Hussein1, V T Huynh, R Hommelsheim
1School of Chemistry, University of New South Wales, Sydney, Australia. t.v.nguyen@unsw.edu.au.
Abstract:
The retro-Claisen reaction is frequently used in organic synthesis to access ester derivatives from 1,3-dicarbonyl precursors. The C-C bond cleavage in this reaction is usually promoted by a number of transition-metal Lewis acid catalysts or organic Brønsted acids/bases. Herein we report a new convenient and efficient method utilizing the tropylium ion as a mild and environmentally friendly organocatalyst to mediate retro-Claisen-type reactions. Using this method, a range of synthetically valuable substances can be accessed via solvolysis of 1,3-dicarbonyl compounds.
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