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Direct Synthesis of Phenols from Phenylboronic Acids in Aqueous Media Catalyzed by a Cu(0)‐Nanoparticles Biohybrid
ChemistrySelect ( IF 2.1 ) Pub Date : 2020-07-02 , DOI: 10.1002/slct.202002110
Caitlin McCarthy 1 , Noelia Losada‐Garcia 1 , Jose M. Palomo 1
Affiliation  

Selective hydroxylation of different phenylboronic acids to phenols was successfully carried out by using Cu nanoparticles‐enzyme hybrid catalysts in water and room temperature. Different Cu‐enzyme hybrids containing Cu(II), Cu(I) and Cu(0) nanoparticles species respectively were tested on the monohydroxylation of phenylboronic acid under these mild conditions being hybrids containing Cu(0)NPs the best catalysts, with total selectivity and formation of phenol as unique product. Also, the addition of hydrogen peroxide or the increase of reaction temperature were tested but did not improved these results. The substrate scope was also demonstrated and the Cu(0)NPs hybrid showed excellent results in the monohydroxylation of different o‐, m‐, p‐ substituted phenylboronic acid with final yields >95 %. This catalyst showed excellent recyclability after 5 cycles of use.

中文翻译:

Cu(0)-纳米颗粒生物杂化催化剂在水介质中从苯基硼酸直接合成苯酚

通过在水中和室温下使用铜纳米粒子-酶杂化催化剂成功地将不同的苯基硼酸选择性羟基化为酚。在这些温和条件下,分别测试了包含Cu(II),Cu(I)和Cu(0)纳米粒子的不同Cu-酶杂化体对苯基硼酸的单羟基化作用,这些杂化体是包含Cu(0)NPs的最佳催化剂,具有总选择性并形成苯酚作为独特产品。另外,测试了过氧化氢的添加或反应温度的升高,但是没有改善这些结果。底物范围也得到了证明,Cu(0)NPs杂化物在不同的o,m,p取代的苯硼酸,最终收率> 95%。使用5次循环后,该催化剂显示出优异的可回收性。
更新日期:2020-07-02
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