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The cope rearrangement in substituted semibullvalenes as studied by dynamic 13C NMR

✍ Scribed by C. Schnieders; K. Müllen; C. Braig; H. Schuster; J. Sauer

Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
236 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

NMR-data for some substituted semibullvalenes are reported and the Cope rearrangement isysed kinetically. Substituent effects on the activation barriers are discussed. The great interest in neutral bishomoconjugated molecules Cl1 has initiated thorough investigations of substituent effects on the activation barrier of the Cope rearrangement in semibullvalene 1 I21 -* While a true bishomoconjugated species has not been achieved there is firm evi- dence that electron attracting groups in positions 2, 4, 6 and 8 and electron donating groups

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✍ Hiroshi Nakanishi; Osamu Yamamoto 📂 Article 📅 1974 🏛 Elsevier Science 🌐 French ⚖ 212 KB

Homotropylidene and its bridge derivatives (e.g.bullvalene(l)) make a Cope rearrangement in a thermal process."s Recently much attention has been focused on these compounds from dynamic NMR spectroscopy 4,5 as well as synthetic and photochemical standpoints. 627 Moreover, in a theoretical field, th