STEREOCHEMISTRY AND THERMAL-STABILITY OF DIAZODIKETONES

被引:12
作者
POPIK, VV [1 ]
NIKOLAEV, VA [1 ]
机构
[1] ST PETERSBURG STATE UNIV,DEPT CHEM,ST PETERSBURG 199084,RUSSIA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1993年 / 10期
关键词
D O I
10.1039/p29930001791
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The thermal stability of diazodiketones strongly depends on the twisting of the molecular framework caused by steric interaction of substituents at the carbonyl groups. On going from planar cyclic 2-diazo-4,4-dimethyltetralin-1,3-dione to sterically congested mesitoylpivaloyldiazomethane the rate of decomposition increases 100 times. On the other hand, bulky substituents also decrease the reactivity of 2-ketoketenes formed in the Wolff rearrangement of these diazocarbonyl compounds.
引用
收藏
页码:1791 / 1793
页数:3
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