Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5416916 | Journal of Molecular Structure: THEOCHEM | 2010 | 9 Pages |
Abstract
The mechanisms of the reaction of ozone with cis- and trans-1,3-butadiene are investigated at the B3LYP/6-311G(d,p) and CCSD(T)/6-311G(d,p) (single-point) computational levels. Both reactions are associated with the cycloaddition - elimination mechanism. In the O3Â +Â cis-1,3-butadiene reaction, the initial cycloaddition product 3 will eventually lead to four most favorable products P1(cis-trans-CH2CHCHOOÂ +Â H2CO), P2(cis-CH2CHCHOÂ +Â H2CO2), P3(trans-CH2CHCHOÂ +Â H2CO2) and P4(trans-trans-CH2CHCHOOÂ +Â H2CO) which have the same calculated barrier 3.0Â kcal/mol with respect to the reactant (O3Â +Â cis-1,3-butadiene). In the O3Â +Â trans-1,3-butadiene reaction, there are two initial cycloaddition products 4 and 8, which will lead to six favorable products P1(cis-trans-CH2CHCHOOÂ +Â H2CO), P2(cis-CH2CHCHOÂ +Â H2CO2), P3(trans-CH2CHCHOÂ +Â H2CO2), P4(trans-trans-CH2CHCHOOÂ +Â H2CO), P7(trans-cis-CH2CHCHOOÂ +Â H2CO) and P8(cis-cis-CH2CHCHOOÂ +Â H2CO) with similar calculated barriers ranging from 4.7 to 5.4Â kcal/mol. The present paper will enrich our understanding of the chemistry of ozone towards other unsaturated hydrocarbons.
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Authors
Yan Li, Hui-ling Liu, Xu-ri Huang, Zhuo Li, Yan-bo Sun, Chia-chung Sun,