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4,5-Dehydro- and 4,5,15,16-Bis(dehydro)octafluoro[2.2]paracyclophanes: Facile Generation and Extraordinary Diels−Alder Reactivity

✍ Scribed by Battiste, Merle A.; Duan, Jian-Xin; Zhai, Yi-An; Ghiviriga, Ion; Abboud, Khalil A.; Dolbier, William R.

Book ID
126236862
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
173 KB
Volume
68
Category
Article
ISSN
0022-3263

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4,5-Dehydrooctafluoro[2.2]paracyclophane
4,5-Dehydrooctafluoro[2.2]paracyclophane: facile generation and extraordinary Diels–Alder reactivity
✍ Merle A. Battiste; Jian-Xin Duan; Yi-An Zhai; Ion Ghiviriga; Khalil A. Abboud; A 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 191 KB

Dehydroiodination of 4-iodo-1,1,2,2,9,9,10,10-octafluoro[2.2] paracyclophane by treatment with KO t Bu in the presence of benzene, naphthalene, anthracene, or t-butylbenzene affords each of the corresponding Diels-Alder cycloadducts of the presumed aryne intermediate in high yield. The products wer