Hydrazine as Facile Nitrogen Source for Direct Synthesis of Amines over a Supported Pt Catalyst,ACS Sustainable Chemistry & Engineering

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Hydrazine as Facile Nitrogen Source for Direct Synthesis of Amines over a Supported Pt Catalyst
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2020-10-16 , DOI: 10.1021/acssuschemeng.0c05787
Jing Wang ₁ , Sen Ye ₂ , Xiang Liu ₁ , Teck-Peng Loh _{1,

3}

Affiliation

Facile preparation of secondary amines from alcohols or aldehydes is achieved by using the hydrazine (N₂H₄) as an easy-to-handle nitrogen source. The anatase titania-supported Pt (Pt/TiO₂-A) is discovered to be an efficient catalyst to enable the first alcohols/aldehydes to amines conversion with N₂H₄ as the only nitrogen and hydrogen source without any additional base or additives. Mechanistic studies suggest that this alcohol-to-amine transformation proceeds by the sequential alcohol dehydrogenation, aldehyde-N₂H₄ condensation, azine reduction, imine formation, and reduction processes in one pot. As N₂H₄ is a strong nucleophile that readily reacts with aldehyde, the unique catalytic property of Pt/TiO₂-A ensures the high selectivity of amine products by providing multifunctional active sites for dehydrogenation and multiple reductions. This study highlights the considerable potential of hydrazine in direct synthesis of nitrogen-containing fine chemicals with a fine-tuned heterogeneous Pt catalyst, which is safe, green, and easy to handle.

中文翻译：

肼作为简便的氮源，可在负载的Pt催化剂上直接合成胺

通过使用肼（N ₂ H ₄）作为易于处理的氮源，可以轻松地从醇或醛制备仲胺。发现由锐钛矿型二氧化钛负载的Pt（Pt / TiO ₂ -A）是一种有效的催化剂，能够在没有任何其他碱或添加剂的情况下，以N ₂ H ₄作为唯一的氮和氢源，将首批醇/醛转化为胺。机理研究表明，这种醇到胺的转化通过依次进行的醇脱氢，醛-N ₂ H ₄缩合，嗪还原，亚胺形成和一锅还原过程而进行。作为N ₂ H ₄Pt / TiO ₂ -A是强亲核试剂，易于与醛反应，Pt / TiO ₂ -A独特的催化性能可通过提供多功能的脱氢和多次还原活性位来确保胺产物的高选择性。这项研究强调了肼在用精细调整的非均相Pt催化剂直接合成含氮精细化学品中的巨大潜力，该催化剂安全，绿色且易于处理。

更新日期：2020-11-02

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