Author/Authors :
Battiste، نويسنده , , Merle A. and Duan، نويسنده , , Jian-Xin and Zhai، نويسنده , , Yi-An and Ghiviriga، نويسنده , , Ion and Abboud، نويسنده , , Khalil A. and Roitberg، نويسنده , , Adrian and Shelton، نويسنده , , G.Robert and Dolbier Jr.، نويسنده , , William R.، نويسنده ,
Abstract :
Dehydroiodination of 4-iodo-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane by treatment with KOtBu 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 were characterized by their NMR spectra, with one of them also being confirmed by X-ray crystallography. The extraordinary selectivity/reactivity of the aryne intermediate is discussed.
