Theoretical investigation of cheletroptic decarbonylation reactions

Chin Hung Lai, Elise Y. Li, Kew Yu Chen, Tahsin J. Chow*, Pi Tai Chou

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

28 引文 斯高帕斯(Scopus)

摘要

In this study, B3LYP is used to calculate the decarbonylation reactions of the bicyclo-[2.2.1]hepta-2,5-dien-7-one (7-norbornadienone, 1) and its related extended fused aromatic analogues 2-5. On the basis of our results, all of the reactions tend to proceed synchronously to expel CO, forming the corresponding aromatic hydrocarbons. It is found that the more exothermic the reaction is, the less of a reaction barrier it needs to overcome. Moreover, upon a decrease of the reaction exothermicity, the structure of the transition state is farther away from the reactant, and the reaction barrier increases. The results agree well with the Hammond postulate as well as the Bell-Evans-Polanyi principle. Studies predict an activation energy of 27.83 kcal/mol for 5, so that the production of pentacene from compound 5 might proceed at elevated temperatures such as 400 K.

原文英語
頁(從 - 到)1078-1084
頁數7
期刊Journal of Chemical Theory and Computation
2
發行號4
DOIs
出版狀態已發佈 - 2006
對外發佈

ASJC Scopus subject areas

  • 電腦科學應用
  • 物理與理論化學

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