4.8 Article

Chemoselective oxidant-free dehydrogenation of alcohols in lignin using Cp*Ir catalysts

Journal

GREEN CHEMISTRY
Volume 18, Issue 7, Pages 2029-2036

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5gc02347e

Keywords

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Funding

  1. 973 Program [2012CB215306]
  2. NSFC [21572212, 21402181, 21325208, 21172209]
  3. CAS [KJCX2-EW-J02]
  4. IPDFHCPST [2014FXCX006]
  5. FRFCU [WK2060190025, WK2060190033]
  6. CPSF [2014M561835]

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A remarkably effective method of chemoselective dehydrogenation of alcohols in lignin has been developed with an iridium catalyst. An additional operation of Zn/NH4Cl via a two-step one pot process could further promote the cleavage of the C-O bond in beta-O-4 units in lignin. And this reaction system was also applicable to native lignin as the molecular weight of native lignin decreased obviously as detected by gel permeation chromatography (GPC). Additionally, this is the first to date generation of the by-product H-2 from native lignin and the by-product was straightforwardly captured by 1-decene. A probable mechanistic pathway was also proposed with the help of density functional theory (DFT) calculations.

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