Reactions of triarylimidazolyl free radicals
Reactions of triarylimidazolyl free radicals
复制标题
三芳基咪唑基自由基的反应
DOI：
10.1021/jo00815a015
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发表时间：
1971
影响因子：
3.6
通讯作者：
R. Read
中科院分区：
文献类型：
--
作者：
G. R. Coraor;L. A. Cescon;R. Dessauer;A. Deutsch;H. L. Jackson;A. Maclachlan;K. Marcali;E. M. Potrafke;R. Read
研究发现三芳基咪唑基自由基 2 可通过从外胺、碘离子和金属离子中快速夺取电子以及从苯酚、硫醇、伯胺和仲胺以及活化的 CH 化合物中夺取氢原子来氧化富电子物质。从前胺中夺取电子的速率常数与通过循环伏安法测定的氧化电位的+值相关。据报道，六芳基联咪唑 1 的热或光解离形成三芳基咪唑基自由基 2 。 2-6 已知这些自由基会二聚化生成六芳基联咪唑，通常是两种受欢迎的异构体 1 或 3 之一（方案 I）。 8'5 67'7
Triarylimidazolyl free radicals 2 were found to oxidize electron-rich substances by rapid electron abstraction from¿ eX-amines, iodide ion, and metal ions and hydrogen atom abstraction from phenols, mercaptans, primary and secondary amines, and activated CH compounds. The rate constants for electron abstraction from¿ ex-amines were related to+ values via oxidation potentials which were determined by cyclic voltametry.The formation of triarylimidazolyl free radicals 2 from the thermal or photoiytic dissociation of hexa-arylbiimidazoles 1 has been reported. 2-6 These radi-cals are known to dimerize to regenerate a hexaarylbiimidazole, usually one of the two favored isomers 1 or 3 (Scheme I). 8’5 67’7