Journal
CHEMSUSCHEM
Volume 8, Issue 19, Pages 3208-3212Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201500755
Keywords
biocatalysis; covalent organic frameworks; heterocycles; heterogeneous catalysis; synthesis design
Funding
- National University of Singapore [R-279-000-369-133, CENGas R-261-508-001-646]
- Singapore Ministry of Education (MOE AcRF ) [R-279-000-410-112, R-279-000-429-112]
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Because of limited framework stability tolerance, denovo synthesis of sulfonated covalent organic frameworks (COFs) remains challenging and unexplored. Herein, a sulfonated two-dimensional crystalline COF, termed TFP-DABA, was synthesized directly from 1,3,5-triformylphloroglucinol and 2,5-diaminobenzenesulfonic acid through a previously reported Schiff base condensation reaction, followed by irreversible enol-to-keto tautomerization, which strengthened its structural stability. TFP-DABA is a highly efficient solid acid catalyst for fructose conversion with remarkable yields (97% for 5-hydroxymethylfurfural and 65% for 2,5-diformylfuran), good chemoselectivity, and good recyclability. The present study sheds light on the denovo synthesis of sulfonated COFs as novel solid acid catalysts for biobased chemical conversion.
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