Noble metal-free upgrading of multi-unsaturated biomass derivatives at room temperature: Silyl species enable reactivity

Hu Li, Wenfeng Zhao, Wenshuai Dai, Jingxuan Long, Masaru Watanabe, Sebastian Meier, Shunmugavel Saravanamurugan, Song Yang, Anders Riisager

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

Biomass derivatives are a class of oxygen-rich organic compounds, which can be selectively upgraded to various value-added molecules by partial or complete hydrogenation over metal catalysts. Here, we show that Cs2CO3, a low-cost commercial chemical, enables the selective reduction of dicarbonyl compounds including bio-derived carboxides to monohydric esters/amides, hydroxylamines or diols with high yields (82-99%) at room temperature using eco-friendly and equivalent hydrosilane as a hydride donor. The in situ formation of silyl ether enables the developed catalytic system to tolerate other unsaturated groups and permits a wide substrate scope with high selectivities. Spectroscopic and computational studies elucidate reaction pathways with an emphasis on the role of endogenous siloxane.

Original languageEnglish
Pages (from-to)5327-5335
Number of pages9
JournalGreen Chemistry
Volume20
Issue number23
DOIs
Publication statusPublished - 2018

ASJC Scopus subject areas

  • Environmental Chemistry
  • Pollution

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