کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1315686 976059 2006 8 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Experimental and theoretical studies on the transannular cyclizations of 3,7-dimethylenebicyclo[3.3.1]nonane with polyfluoroalkyl radicals
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی معدنی
پیش نمایش صفحه اول مقاله
Experimental and theoretical studies on the transannular cyclizations of 3,7-dimethylenebicyclo[3.3.1]nonane with polyfluoroalkyl radicals
چکیده انگلیسی

Radical cyclizations of 3,7-dimethylenebicyclo[3.3.1]nonane with CF3I, n-C3F7I, ICF2COOEt and ICF2PO(OEt)2 selectively led to corresponding 3,7-noradamantanes, which were used for preparation of various polyfluoroalkyl substituted noradamantyl amines and carboxylates. DFT computations revealed that chemoselectivity of the radical cyclizations is realized due to the high electrophilicity of the CF3 radical, as well as due to efficient trapping of intermediate noradamantylmethyl radicals by perfluoroiodoalkane.

Radical cyclizations of 3,7-dimethylenebicyclo[3.3.1]nonane with RFI selectively led to corresponding 3,7-noradamantanes. DFT computations revealed that chemoselectivity of the cyclizations is realized due to the high electrophilicity of the CF3 radical, as well as due to efficient trapping of intermediate noradamantylmethyl radicals by perfluoroiodoalkane. Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Fluorine Chemistry - Volume 127, Issue 7, July 2006, Pages 842–849
نویسندگان
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