| Autor: |
Serguchev, Yu., Krasutskii, P., Khotkevich, A., Yurchenko, A. |
| Zdroj: |
Theoretical & Experimental Chemistry; Nov1986, Vol. 22 Issue 6, p712-715, 4p |
| Abstrakt: |
The kinetics of iodination of 3,7-dimethylenebicyclo[3.3.1]nonane derivatives containing alkyl substituents in one of the methylene groups were studied. The processes proceed selectively with the formation of 1-iodomethyl-3-iodoadamantanes, substituted at the 2-position, and characterized by a negative temperature dependence of the reaction rate (H=−(10-24) kJ/mole). The entropy contributions of the substituents at the double bonds to the reaction kinetics were determined; these contributions completely satisfy the Benson rules for synchronous transformations. A scheme of reaction mechanism was proposed, including the successive formation of diolefin complexes with iodine with a 1∶1 and 1∶2 compositions, a synchronous stage of ring closure with the formation of an ionic pair, and its recombination ('the molecular-ionic' mechanism). [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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