Reactions of 3-phenyloxetane and 7-oxabicyclo[2.2.1]heptane with dinitrogen pentoxide in dichloromethane

被引:3
作者
Dormer, JC [1 ]
Hylands, KA [1 ]
Moodie, RB [1 ]
机构
[1] Univ Exeter, Dept Chem, Exeter EX4 4QD, Devon, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1998年 / 02期
关键词
D O I
10.1039/a707260k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-Phenyloxetane reacts initially almost entirely by ortho and para aromatic nitration, This is followed by oxetane ring-opening to give the corresponding 2-arylpropane-1,3-diol dinitrates. The oxetane ring-opening reactions, and the reaction of 7-oxabicyclo[2.2.1]heptane to give exclusively trans-cyclohexane-1,4-diol dinitrate, are approximately second order in dinitrogen pentoxide and have highly negative entropies of activation.
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收藏
页码:243 / 246
页数:4
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