Tautomerization in naphthalenediimines: A keto-enamine Schiff base macrocycle

被引:76
作者
Gallant, AJ [1 ]
Yun, M [1 ]
Sauer, M [1 ]
Yeung, CS [1 ]
MacLachlan, MJ [1 ]
机构
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada
关键词
D O I
10.1021/ol051511z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A new [3 + 3] Schiff base macrocycle incorporating naphthalene groups has been prepared. By examination of its properties, X-ray crystallography of model compounds, and calculations, it has been determined that the macrocycle exists predominantly as the keto-enamine tautomer. This unexpected tautomerization presents an unusual hexaketo interior in the macrocycle.
引用
收藏
页码:4827 / 4830
页数:4
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