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Mechanistic considerations and characterization of ammonia-based catalytic active intermediates of the green Knoevenagel reaction of various benzaldehydes* * The manuscript was written through contributions of all authors. All authors have given approval to the final version of the manuscript.View all notes
Green Chemistry Letters and Reviews ( IF 6.6 ) Pub Date : 2019-07-26 , DOI: 10.1080/17518253.2019.1643931
Jack van Schijndel 1, 2, 3 , Dennis Molendijk 1 , Harmen Spakman 1 , Edward Knaven 2 , Luiz Alberto Canalle 1 , Jan Meuldijk 3
Affiliation  

In the green Knoevenagel reaction of benzaldehyde and malonic acid, the carbon–carbon formation reaction is catalyzed by a double Schiff base formed by benzaldehyde and ammonia. A mechanism for this green Knoevenagel has been proposed. A closed catalytic cycle explains why various ammonium salts, including ammonium bicarbonate, have been correctly reported as catalysts in Knoevenagel-like reactions. Various catalytically active intermediates from derivatives of benzaldehyde were isolated and characterized. Furthermore, these in situ formed double Schiff bases play another catalytic role in the consecutive decarboxylation reaction to various cinnamic acids.



中文翻译:

各种苯甲醛的绿色Knoevenagel反应中基于氨的催化活性中间体的机理考虑和表征*

*手稿是所有作者的贡献。所有作者均已批准手稿的最终版本。

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在苯甲醛和丙二酸的绿色Knoevenagel反应中,碳-碳形成反应由苯甲醛和氨形成的双席夫碱催化。已经提出了这种绿色Knoevenagel的机制。封闭的催化循环解释了为什么已正确报道了各种铵盐(包括碳酸氢铵)作为类似Knoevenagel反应的催化剂。从苯甲醛衍生物中分离并表征了各种催化活性中间体。此外,这些原位形成的双席夫碱在连续的脱羧反应生成各种肉桂酸中起着另一催化作用。

更新日期:2019-07-26
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