期刊
SYNLETT
卷 29, 期 3, 页码 301-305出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1590932
关键词
amide; deconjugation; amide distortion; amide twisting; solvolysis; metal coordination; mild conditions
资金
- KAKENHI from JSPS [17H03025, JP16H01043]
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/basesensitive functionalities and the absence of racemization during solvolysis highlight the mildness of the present protocol.
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