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The Reaction of Phenyl(trichloromethyl)mercury with Substituted Norbornenes

✍ Scribed by C. W. Jefford; D. T. Hill; J. Goré; B. Waegell


Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
605 KB
Volume
55
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The addition of phenyl(trichloromethyl)mercury to five substituted norbornenes is described, and the results compared with those obtained with bicyclo[2.2.2]oct‐2‐ene and 3,3,5,5‐tetramethylcyclopentene. The reaction proves to be useful for synthetic purposes, in that it leads usually to ring expansion. However, a possible disadvantage is that the addition step is sensitive to steric hindrance and depends on the reactivity of the double bond.


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✍ Kenji Hayakawa; Hans Schmid 📂 Article 📅 1977 🏛 John Wiley and Sons 🌐 German ⚖ 599 KB

## Abstract Photochemical reactions of norbornadiene with substituted acetylenes in the presence of Fe(CO)~5~ gave various products of different types, depending on the nature of the acetylene. The results are summarized in __Table 1__. The cyclopentanone **1** was always formed in these reactions.