Decomposition of a β-O-4 lignin model compound over solid Cs-substituted polyoxometalates in anhydrous ethanol:acidity or redox property dependence?

doi:10.1016/S1872-2067(17)62854-7

Abstract

Abstract:

Production of aromatics from lignin has attracted much attention. Because of the coexistence of C-O and C-C bonds and their complex combinations in the lignin macromolecular network, a plausible roadmap for developing a lignin catalytic decomposition process could be developed by exploring the transformation mechanisms of various model compounds. Herein, decomposition of a lignin model compound, 2-phenoxyacetophenone (2-PAP), was investigated over several ce-sium-exchanged polyoxometalate (Cs-POM) catalysts. Decomposition of 2-PAP can follow two dif-ferent mechanisms:an active hydrogen transfer mechanism or an oxonium cation mechanism. The mechanism for most reactions depends on the competition between the acidity and redox proper-ties of the catalysts. The catalysts of POMs perform the following functions:promoting active hy-drogen liberated from ethanol and causing formation of and then temporarily stabilizing oxonium cations from 2-PAP. The use of Cs-PMo, which with strong redox ability, enhances hydrogen libera-tion and promotes liberated hydrogen transfer to the reaction intermediates. As a consequence, complete conversion of 2-PAP (>99%) with excellent selectivities to the desired products (98.6% for phenol and 91.1% for acetophenone) can be achieved.

Key words: Lignin model compound, β-O-4 ether bond, Polyoxometalate, Hydrogen transfer mechanism, Oxonium cation mechanism, Anhydrous ethanol

Xuezhong Wu, Wenqian Jiao, Bing-Zheng Li, Yanming Li, Yahong Zhang, Quanrui Wang, Yi Tang. Decomposition of a β-O-4 lignin model compound over solid Cs-substituted polyoxometalates in anhydrous ethanol:acidity or redox property dependence?[J]. Chinese Journal of Catalysis, 2017, 38(7): 1216-1228.

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