An examination of the displacement reactions in alkyldicyclohexylborane and alkyldi-exo-norbornylborane.
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概要
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Displacements involving the reaction of olefins with alkyldicyclohexylborane and alkyldi-<I>exo</I>-norbornylborane were studied. In the case of alkyldicyclohexylborane, the 1-ethylbutyl group could be displaced selectively by 1-decene to produce hexenes. However, the hexyl group could not be displaced selectively, the reaction proceeding to produce both 1-hexene and cyclohexene. In contrast, in the case of alkyldi-<I>exo</I>-norbornylborane, the norbornyl group bonded so tightly to the boron atom that it was possible to displace both the 1-ethylbutyl and the hexyl groups selectively and completely by 1-decene with no loss of 2-norbornyl-boron bonds. The results suggest the possibility of contrathermodynamic isomerization of olefins by the combination of "isomerization-displacement" with di-<I>exo</I>-norbornylborane.
- 公益社団法人 日本化学会の論文