Selective hydrogenation via precise hydrogen bond interactions on catalytic scaffolds

Shi, Song; Yang, Piaoping; Dun, Chaochao; Zheng, Weiqing; Urban, Jeffrey J.; Vlachos, Dionisios G.

doi:10.1038/s41467-023-36015-z

Title: Selective hydrogenation via precise hydrogen bond interactions on catalytic scaffolds

Journal Article · 25 January 2023 · Nature Communications

DOI: https://doi.org/10.1038/s41467-023-36015-z · OSTI ID:1922131

Shi, Song; Yang, Piaoping;

; Zheng, Weiqing;

;

<bold>Abstract</bold> 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 -CH ₃ 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- CH ₃ 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.

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Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: Dalian Institute of Chemical Physics and National Natural Science Foundation of China; USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES). Materials Sciences & Engineering Division (MSE)

Grant/Contract Number:: AC02-05CH11231; SC0001004

OSTI ID:: 1922131

Journal Information:: Nature Communications, Journal Name: Nature Communications Journal Issue: 1 Vol. 14; ISSN 2041-1723

Publisher:: Nature Publishing GroupCopyright Statement

Country of Publication:: United Kingdom

Language:: English

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