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二亚苄基环己酮与6-氨基-1,3-二甲基尿嘧啶反应产物的1H、13C二维核磁共振及X射线研究

1H,13C 2D NMR and X-ray studies of the products of the reaction between dibenzylidencyclohexanone and 6-amino-1,3-dimethyl uracil.

作者信息

Díaz E, Guzmán A, Toscano R A, Barrios H, Corona D, Fuentes A, Díaz R, Martinez Zuñiga E C, Quintero A

机构信息

Instituto de Qui;mica, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán D.F., 04510, México City, Mexico.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2003 Apr;59(6):1307-20. doi: 10.1016/s1386-1425(02)00313-x.

Abstract

The reaction of the 6-amino-1,3-dimethyl uracil with the dibenzylidencyclohexanone (1), provided three adducts whose structures result from nucleophilic attack yielding the monoadduct 3 and two isomeric bisadducts (4 and 5) in moderate yields (50-60%). The structures obtained in this study were elucidated with 2D high resolution NMR experiments, variable temperature NMR and X-ray crystallographic studies. In compound 3, the tricyclic skeleton is essentially planar and the cyclohexane ring addopts an envelope conformation. The structures 4 and 5 correspond to two isomeric spiro compounds.

摘要

6-氨基-1,3-二甲基尿嘧啶与二亚苄基环己酮(1)反应生成了三种加合物,其结构是由亲核进攻产生的,以中等产率(50 - 60%)得到单加合物3和两种异构的双加合物(4和5)。本研究中得到的结构通过二维高分辨率核磁共振实验、变温核磁共振和X射线晶体学研究得以阐明。在化合物3中,三环骨架基本呈平面状,环己烷环呈信封式构象。结构4和5对应两种异构的螺环化合物。

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