| Autor: |
Geahigan KB; Chemistry Department, Winona State University, Winona, Minnesota 55987., Taintor RJ, George BM, Meagher DA, Nalli TW |
| Jazyk: |
angličtina |
| Zdroj: |
The Journal of organic chemistry [J Org Chem] 1998 Sep 04; Vol. 63 (18), pp. 6141-6145. |
| DOI: |
10.1021/jo980113p |
| Abstrakt: |
2,2'-Diiodobiphenyl (1) reacts with arenediazonium hexafluorophosphates (ArN(2)(+)PF(6)(-)) in acetonitrile to form biphenyleneiodonium salt (4) and iodoarenes (ArI) as major products. The reaction follows a free-radical-chain mechanism and involves a cyclic diaryliodine, 9-I-2 species (3), which is trapped as the iodonium salt (4) by a single-electron transfer (SET) to the diazonium salt. The results show that diaryliodine intermediates formed by the addition of phenyl radicals to iodoarenes can have sufficient lifetimes to allow trapping by bimolecular processes. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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