Abstract
In the presence of protosensitizer-benzophenone, ethyl diazoacetate was photolyzed and the resulting carboethoxylcarbene reacted with n-hexane. The result was compared with that done without the sensitizer. It was revealed that the nature of the insertion products and their relative proportions remained the same, whether the sensitizer was present or not. At the same time, the influence of oxygen on the sensitized and unsensitized inser- tion reaetions was also studied; these showed also no influence on the nature of insertion products and their relative proportions no matter whether the sensitizer or oxygen was pres- ent or not. Since oxygen ks a well-known seavenger for the triplet state carbene, the ex- perimental results indicate clearly that the insertion reactions are conducted by the carbene in singlet state. The photo-oxidation products of n-hexane sensitized by air in the presence of benzophe- none were carefully studied, showing that the primary hexyl radical seemed to be rearrang- ed to thermodynamically more stable secondary hexyl radicals before coupling or oxidation reactions took place, since the products were derived from the free radicals in 2-or 3-posi- tion only.
Published Version
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