Aerobic Oxidation of Diverse Primary Alcohols to Carboxylic Acids with a Heterogeneous Pd-Bi-Te/C (PBT/C) Catalyst

Aerobic Oxidation of Diverse Primary Alcohols to Carboxylic Acids with a Heterogeneous Pd-Bi-Te/C (PBT/C) Catalyst
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DOI:
10.1021/acs.oprd.7b00223
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发表时间:
2017-09-01
影响因子:
3.4
通讯作者:
Stahl, Shannon S.
Stahl, Shannon S.
中科院分区:
化学3区
文献类型:
--
作者:
Ahmed, Maaz S.;Mannel, David S.;Stahl, Shannon S.

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多相催化好氧氧化法是一种将伯醇转化为羧酸的理想方法。在这里,我们报告了一种由Pd,Bi和Te组成的负载在活性炭上的非均相催化剂对不同的苄基和脂肪族伯醇的氧化是非常有效的,包括5-(羟甲基)糠醛(HMF)和含有杂环和其他重要官能团的底物。在许多情况下,以>90%的产率获得期望的羧酸产物。此外,该催化剂已被证明在连续流动填充床反应器中用于苯甲醇的氧化,实现了接近定量的产率,同时经历超过30 000次的周转。
Heterogeneous catalytic aerobic oxidation methods represent a near-ideal approach for the conversion of primary alcohols to carboxylic acids. Here, we report that a heterogeneous catalyst composed of Pd, Bi, and Te supported on activated carbon is highly effective for the oxidation of diverse benzylic and aliphatic primary alcohols, including 5-(hydroxymethyl)furfural (HMF) and substrates bearing heterocycles and other important functional groups. In many cases, the desired carboxylic acid product is obtained in >90% yield. Additionally, the catalyst has been demonstrated in a continuous-flow packed-bed reactor for the oxidation of benzyl alcohol, achieving near-quantitative yield while undergoing over 30 000 turnovers.