Selective hydrogenation via precise hydrogen bond interactions on catalytic scaffolds

Song Shi, Piaoping Yang, Chaochao Dun, Weiqing Zheng, Jeffrey J. Urban and Dionisios G. Vlachos ()
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Song Shi: University of Delaware
Piaoping Yang: University of Delaware
Chaochao Dun: Lawrence Berkeley National Laboratory
Weiqing Zheng: University of Delaware
Jeffrey J. Urban: Lawrence Berkeley National Laboratory
Dionisios G. Vlachos: University of Delaware

Nature Communications, 2023, vol. 14, issue 1, 1-8

Abstract: Abstract The active site environment in enzymes has been known to affect catalyst performance through weak interactions with a substrate, but precise synthetic control of enzyme inspired heterogeneous catalysts remains challenging. Here, we synthesize hyper-crosslinked porous polymer (HCPs) with solely -OH or -CH3 groups on the polymer scaffold to tune the environment of active sites. Reaction rate measurements, spectroscopic techniques, along with DFT calculations show that HCP-OH catalysts enhance the hydrogenation rate of H-acceptor substrates containing carbonyl groups whereas hydrophobic HCP- CH3 ones promote non-H bond substrate activation. The functional groups go beyond enhancing substrate adsorption to partially activate the C = O bond and tune the catalytic sites. They also expose selectivity control in the hydrogenation of multifunctional substrates through preferential substrate functional group adsorption. The proposed synthetic strategy opens a new class of porous polymers for selective catalysis.

Date: 2023
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DOI: 10.1038/s41467-023-36015-z

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