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Thieme Chemistry Journals Awardees – Where Are They Now? Bis(2-pyridyl)amides as Readily Cleavable Amides Under Catalytic, Neutral, and Room-Temperature Conditions
Synlett ( IF 1.7 ) Pub Date : 2017-10-11 , DOI: 10.1055/s-0036-1590932
Naoya Kumagai , Masakatsu Shibasaki , Shinya Adachi

Mild solvolytic cleavage of bis(2-pyridyl)amide under neutral and room-temperature conditions is described. The inherently stable amide was readily activated by catalytic amounts of metal cations to react with alcohols. Based on X-ray crystallographic analysis, the primary driving force was considered to be amide distortion induced by the metal coordination of two pyridyl groups in a bidentate fashion without affecting the amide functionality. The compatibility of the acid/base-sensitive functionalities and the absence of racemization during solvolysis highlight the mildness of the present protocol.

中文翻译:

Thieme 化学期刊获奖者——他们现在在哪里?在催化、中性和室温条件下作为易裂解酰胺的双(2-吡啶基)酰胺

描述了双 (2-吡啶基) 酰胺在中性和室温条件下的温和溶剂裂解。固有稳定的酰胺很容易被催化量的金属阳离子活化,与醇反应。基于 X 射线晶体学分析,主要驱动力被认为是由两个吡啶基以双齿方式金属配位引起的酰胺畸变,而不影响酰​​胺官能度。酸/碱敏感功能的兼容性和溶剂分解过程中没有外消旋化突出了本协议的温和性。
更新日期:2017-10-11
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