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Design of Boronic Acid–Base Complexes as Reusable Homogeneous Catalysts in Dehydrative Condensations between Carboxylic Acids and Amines
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2017-05-17 , DOI: 10.1002/ajoc.201700194
Yanhui Lu 1 , Ke Wang 1 , Kazuaki Ishihara 1
Affiliation  

Two novel boronic acid–base complexes were developed as reusable homogeneous catalysts for amide condensation. First, quaternary ammonium resin‐bound boronates were shown to be effective catalysts that might release free boronic acids during reactions and could be regenerated afterwards. Next, a 1:1 mixture of 3,5‐dinitro‐4‐tolueneboronic acid and 4‐(N,N‐dimethylamino)pyridine N‐oxide (DMAPO) or 4‐(N,N,‐dimethylamino)pyridine (DMAP) cooperatively promoted amide formation and precipitated as an acid–base solid complex after cooling. These inexpensive and reusable complexes may be useful in large‐scale process chemistry.

中文翻译:

硼酸-基络合物作为羧酸和胺之间脱水缩合中可重复使用的均相催化剂的设计

两种新型的硼酸-碱络合物被开发为可重复使用的均相催化剂,用于酰胺缩合。首先,季铵树脂键合的硼酸盐被证明是有效的催化剂,可以在反应过程中释放出游离的硼酸,然后可以再生。接下来,是3,5-二硝基-4-甲苯硼酸和4-(NN-二甲基氨基)吡啶N-氧化物(DMAPO)或4-(NN,-二甲基氨基)吡啶(DMAP)的1:1混合物协同促进酰胺的形成,冷却后沉淀为酸碱型固体配合物。这些廉价且可重复使用的络合物可能在大规模过程化学中有用。
更新日期:2017-05-17
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