Journal
CHEMCATCHEM
Volume 11, Issue 17, Pages 4286-4290Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.201900894
Keywords
covalent organic framework (COF); conjugate addition; palladium; quaternary centers; heterogeneous catalysis
Categories
Funding
- Iowa State University Center for Catalysis
- Ames Laboratory
- U.S. Department of Energy [DE-AC02-07CH11358]
- Iowa State University
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A palladium(II)-functionalized covalent organic framework (Pd@TpBpy COF) constructed from 1,3,5-triformylphloroglucinol (Tp) and [2,2 '-bipyridine]-5,5 '-diamine (Bpy) is reported as a recyclable catalyst for conjugate additions in aqueous media. Additions of an array of stereoelectronically diverse arylboronic acid nucleophiles to beta,beta-disubstituted enones form a variety of ketones containing benzylic all-carbon quaternary centers in up to 92 % isolated yield. Studies on the recyclability of Pd@TpBpy COF show this catalyst remains active through at least 7 cycles and shows superior stability to related MOF catalysts with bipyridine linker units.
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