A theoretical study of the epoxidation of olefins by peracids

Journal of Organic Chemistry

Volumn 61, Issue 2, 1996, Pages 616-620

  Yamabe, Shinichi ^a   Kondou, Chisako ^a   Minato, Tsutomu ^b  

^a NARA UNIVERSITY OF EDUCATION   (Japan)

^b NARA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001473807     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo941544k     Document Type: Article

References (19)

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13. 6 distance (see Figure 4), 0.001 Å. By this 0.001 Å increment partial optimization and subsequent transition-state search, we succeeded in determining the geometry of TS2. In general, when a reaction is heavily exothermic, its saddle point should be searched for by quite a small displacement of the reactant geometry.
14. 2(D) is shown in Figure 3.
15. (a) Fukui, K. J. Phys. Chem. 1970, 74, 4161.
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17. There are no transition states between reactants and A and between C and products. Geometries of two intermediates A and C were obtained starting from those of the reactants and products, respectively, without any energy barriers.
18. 2 indicates that the concentration of the intermediate C is nearly equal to that of products under room temperature (T=298 K). However, the step B → C is significantly exothermic,and the temperature is largely raised. Thus, the equilibrium is shifted to the product side, and the intermediate C is practically undetectable.
19. Hoveyda, A. H.; Evans, D. A.; Fu, G. C. Chem. Rev. 1993, 93, 1307.