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000631969 1001_ $$0P:(DE-H253)PIP1114355$$aDeka, Dhruba Jyoti$$b0
000631969 245__ $$aTyrosinase Enzyme-Inspired Cu(I)-Porous Organic Polymer for Selective Oxidation of Biomass-Derived 5-HMF
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000631969 520__ $$aIn biobased PET, terephthalic acid (TPA) can be replaced with biobase alternatives like bioderived 5-diformylfuran (DFF). In this work, we have selectively synthesized DFF from the oxidation of 5-hydroxymethylfurfural (HMF) using our tyrosinase enzyme-inspired catalysts vicinal V-Cu-POP and nonvicinal NV-Cu-POP, respectively. Motivated by the oxygenated form of tyrosinase, we introduced binuclear copper(I) moieties into a porous organic polymer to create enzyme-inspired heterogeneous catalysts for the selective oxidation of HMF. V-Cu-POP can effectively activate O$_2$ for mild and selective oxidation because the two Cu centers are in close proximity, which is impossible in the case of NV-Cu-POP. For the determination of the coordination environment of the catalytically active site, the X-ray absorption near-edge structure (XANES) studies and the copper(I) state for both the enzyme-inspired catalysts V-Cu-POP and NV-Cu-POP are identified through characteristic features in the absorption spectra. The fitting parameters and EXAFS spectra rule out the formation of the Cu–Cu bond. Further, the key intermediate μ-hydroxy species (Cu (II)–O–O–Cu (II)), which forms during the reaction in the case of the enzyme-inspired catalyst, V-Cu-POP is also confirmed by time-resolved in situ ATR-IR spectroscopy and DFT computational study. This intermediate is not formed in the case of nonvicinal NV-Cu-POP, which is the main reason for lower catalytic activity toward HMF oxidation. NV-Cu-POP still retains the peaks of reactants at the same reaction conditions, which is confirmed by time-resolved in situ ATR-IR spectroscopy. Overall, in this study, we have shown how a tyrosinase enzyme-inspired catalyst exhibits greater catalytic activity toward the oxidation reaction due to the formation of its vicinal conformer compared to the nonvicinal conformer.
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000631969 7001_ $$0P:(DE-HGF)0$$aBoro, Bishal$$b1
000631969 7001_ $$0P:(DE-HGF)0$$aChen, Yuping$$b2
000631969 7001_ $$0P:(DE-HGF)0$$aChahal, Kapil$$b3
000631969 7001_ $$0P:(DE-H253)PIP1108447$$aNandy, Subhajit$$b4$$udesy
000631969 7001_ $$0P:(DE-HGF)0$$aWang, Caiqi$$b5
000631969 7001_ $$0P:(DE-HGF)0$$aLin, Hongfei$$b6
000631969 7001_ $$0P:(DE-HGF)0$$aTang, Qing$$b7
000631969 7001_ $$0P:(DE-H253)PIP1114361$$aMondal, John$$b8$$eCorresponding author
000631969 773__ $$0PERI:(DE-600)2467494-1$$a10.1021/acsami.5c09657$$gVol. 17, no. 25, p. 36840 - 36854$$n25$$p36840 - 36854$$tACS applied materials & interfaces$$v17$$x1944-8244$$y2025
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