4.8 Article

Efficient and Highly Selective Solvent-Free Oxidation of Primary Alcohols to Aldehydes Using Bucky Nanodiamond

Journal

CHEMSUSCHEM
Volume 10, Issue 17, Pages 3497-3505

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201700968

Keywords

Alcohols; carbocatalysis; electrochemistry; oxidation; redox reactions

Funding

  1. Strategic Priority Research Program of the Chinese Academy of Sciences [XDA09030103]

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Selective oxidation of alcohols to aldehydes is widely applicable to the synthesis of various green chemicals. The poor chemoselectivity for complicated primary aldehydes over state-of-the-art metal-free or metal-based catalysts represents a major obstacle for industrial application. Bucky nanodiamond is a potential green catalyst that exhibits excellent chemoselectivity and cycling stability for the selective oxidation of primary alcohols in diverse structures (22examples, including aromatic, substituted aromatic, unsaturated, heterocyclic, and linear chain alcohols) to their corresponding aldehydes. The results are comparable to reported transition-metal catalysts including conventional Pt/C and Ru/C catalysts for certain substrates under solvent-free conditions. The possible activation process of the oxidant and substrates by the surface oxygen groups and defect species are revealed with model catalysts, exsitu electrochemical measurements, and exsitu attenuated total reflectance. The zigzag edges of sp(2) carbon planes are shown to play a key role in these reactions.

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