Nickel-catalyzed intelligent reductive transformation of the aldehyde group using hydrogen†,Green Chemistry

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Nickel-catalyzed intelligent reductive transformation of the aldehyde group using hydrogen†
Green Chemistry ( IF 9.3 ) Pub Date : 2019-08-01 , DOI: 10.1039/c9gc01116a
Xinli Tong _{1,

2,

3,

4,

5} , Pengfei Guo _{1,

2,

3,

4,

5} , Shengyun Liao _{1,

2,

3,

4,

5} , Song Xue _{1,

2,

3,

4,

5} , Haigang Zhang _{1,

2,

3,

4,

5}

Affiliation

The selective transformation of the aldehyde group (–CHO) in multifunctional oxygenates is a key challenge in the development of sustainable biomass feedstock. Herein, a smart Ni-MFC catalyst was developed from a 2D Ni-based metal–organic framework (MOF), which efficiently promoted the transformation of –CHO in the presence of H₂ to a methyl group (–CH₃) via the reductive etherification and hydrogenolysis of the C–O ether bond in methanol. Moreover, the catalytic process could be controlled to directionally produce methyl ether (–CH₂OR) using the reductive etherification protocol. For the catalytic reduction of vanillin, the Ni-MFC-700 catalyst guaranteed the full conversion of vanillin and 96.5% yield of the desired 2-methoxy-4-methylphenol (MMP), while the Ni-MFC-500 catalyst afforded about 82.7% yield of 4-(methoxymethyl)-2-methoxyphenol in methanol solvent. This is a novel and promising approach for the valorization of multifunctional oxygenates and biomass-derived platform compounds.

中文翻译：

镍催化的氢对醛基的智能还原转化†

多功能含氧化合物中醛基（–CHO）的选择性转化是可持续生物质原料开发中的关键挑战。在此，从2D Ni基金属-有机骨架（MOF）开发了一种智能Ni-MFC催化剂，该催化剂可有效地促进H ₂存在下–CHO通过还原性还原为甲基（–CH ₃）醚在甲醇中的醚化和氢解。此外，可以控制催化过程以定向产生甲醚（–CH ₂OR）使用还原醚化协议。为了催化还原香草醛，Ni-MFC-700催化剂保证了香草醛的完全转化和所需2-甲氧基-4-甲基苯酚（MMP）的96.5％产率，而Ni-MFC-500催化剂提供了约82.7％的纯度。甲醇溶剂中4-（甲氧基甲基）-2-甲氧基苯酚的收率。这是一种新颖和有前途的方法，用于对多功能含氧化合物和生物质衍生的平台化合物进行增值。

更新日期：2019-10-28

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