کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5218239 | 1383321 | 2013 | 7 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
An unexpected copper catalyzed 'reduction' of an arylazide to amine through the formation of a nitrene intermediate
ترجمه فارسی عنوان
یک مسابقه غیرمنتظره "کاهش" آیریلازید به آمین را از طریق تشکیل نیتروژن متوسط
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
چکیده انگلیسی
Azido nitrobenzoxadiazole (NBD) was observed to undergo a 'reduction' reaction in the absence of an obvious reducing agent, leading to amine formation. In the presence of an excess amount of DMSO, a sulfoxide conjugate was also formed. The ratio of these two products was both temperature- and solvent-dependent, with the addition of water significantly enhancing the ratio of the 'reduction' product. Two intermediates of the azido-NBD reaction in DMSO were trapped and characterized by low-temperature EPR spectroscopy. One was an organic free radical (S=1/2) and another was a triplet nitrene (S=1) species. A mechanism was proposed based on the characterized free radical and triplet intermediates.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 69, Issue 25, 24 June 2013, Pages 5079-5085
Journal: Tetrahedron - Volume 69, Issue 25, 24 June 2013, Pages 5079-5085
نویسندگان
Hanjing Peng, Kednerlin H. Dornevil, Alexander B. Draganov, Weixuan Chen, Chaofeng Dai, William H. Nelson, Aimin Liu, Binghe Wang,