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Reaction Acceleration in Thin Films with Continuous Product Deposition for Organic Synthesis
Author(s) -
Wei Zhenwei,
Wleklinski Michael,
Ferreira Christina,
Cooks R. Graham
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201704520
Subject(s) - reagent , thin film , chemistry , deposition (geology) , reaction rate , condensation , condensation reaction , acceleration , analytical chemistry (journal) , catalysis , organic chemistry , chemical engineering , materials science , nanotechnology , thermodynamics , physics , paleontology , classical mechanics , sediment , engineering , biology
Thin film formats are used to study the Claisen–Schmidt base‐catalyzed condensation of 6‐hydroxy‐1‐indanone with substituted benzaldehydes and to compare the reaction acceleration relative to the bulk. Relative acceleration factors initially exceeded 10 3 and were on the order of 10 2 at steady state, although the confined volume reaction was not electrostatically driven. Substituent effects were muted compared to those in the corresponding bulk and microdroplet reactions and it is concluded that the rate‐limiting step at steady state is reagent transport to the interface. Conditions were found that allowed product deposition from the thin film to occur continuously as the reaction mixture was added and as the solvent evaporated. Yields of 74 % and production rates of 98 mg h −1 were reached in a very simple experimental system that could be multiplexed to greater scales.