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Dr. Sankaranarayanapillai Shylesh, David Hanna, Joseph Gomes, Siddarth Krishna, Dr. Christian G. Canlas, Prof. Martin Head-Gordon and Prof. Alexis T. Bell Tailoring the Cooperative Acid–Base Effects in Silica-Supported Amine Catalysts: Applications in the Continuous Gas-Phase Self-Condensation of n-Butanal ChemCatChem 6

Version of Record online: 3 MAR 2014 | DOI: 10.1002/cctc.201301087

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Secondary amines come first: A solid-base organocatalyst achieved by grafting amines onto silica surfaces is applied to the gas-phase aldol self-condensation of n-butanal to 2-ethylhexenal. Silica-supported secondary amine catalysts demonstrate a much higher catalytic activity than the primary amine analogues, owing to the respective formation of enamines as shown by in situ FTIR analysis. The reaction pathway is analyzed by DFT calculations.

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