ラジカル反応とイオン反応の接点

抄録

The review covers some examples in which dichotomy between “radical” and “polar” path can not completely be demonstrated. Some cases in which radical and polar fission of bonds seem to occur through common intermidiates are found in thermolysis of certain acylperoxides and aliphatic chlorination catalyzed by olefin or PCl₅. On the other hand, formation of bonds between some nucleophiles and electrophiles involve radical intermediates through electron transfer processes or via complex intermediates. These examples can be found in nucleophilic substitutions (S_RN1 of aliphatic and aromatic substrates, Williamson type S_N, action of some nucleophiles on peroxides) and nucleophilic additions of organometallic reagents to carbonyl compounds.