Catalytic epoxidation of 5-vinyl-2-norbornene with organic hydroperoxides

被引：0
|
作者：
Osokin, MY [1 ]
Karpov, OP
Kryukov, SI
Surovtsev, AA
Osokin, YG
Bychkov, BN
机构：
[1] Yaroslavl State Tech Univ, Yaroslavl, Russia
[2] OAO Yarsintez Res Inst, Yaroslavl, Russia
来源：
PETROLEUM CHEMISTRY | 2000年 / 40卷 / 06期
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D O I：
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中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
5-Vinyl-2-norbornene is epoxidized with tert-butyl, tert-amyl, or cumyl hydroperoxide in the presence of molybdenyl ethanediolate at either or both of the double bonds of the hydrocarbon to afford preferentially 2,3-epoxy-5-vinylnorbornane. The reactivity of tert-alkyl hydroperoxides correlates with their structure characterized by the Taft polar substituent constants. The rho* value found to be 1.08 confirms the electrophilic character of the catalytic hydroperoxide epoxidation and indicates a low polarity of the activated complex of the reaction.
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页码：410 / 414
页数：5
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