收稿日期: 2012-03-15
修回日期: 2012-03-23
网络出版日期: 2012-03-23
基金资助
国家自然科学基金(21173262)和中国科学院研究生院院长基金资助
Theoretical study on the radical anion cycloaddition of six-carbon tethers phenyl-substituent bis(enone)
Received date: 2012-03-15
Revised date: 2012-03-23
Online published: 2012-03-23
袁建华 , 陈波珍 . 苯基取代的六元碳链双烯酮阴离子自由基的分子内环加成反应的理论研究[J]. 中国科学院大学学报, 2013 , 30(2) : 187 -193 . DOI: 10.7523/j.issn.1002-1175.2013.02.007
DFT B3LYP calculations with the 6-31G(d, p) and 6-311+G(d, p) basis sets were carried out to investigate the mechanisms of intramolecular cycloaddition of six-carbon tethers phenyl-substituent bis(enone). Both the hetero-Diels-Alder cycloaddult (da-P-) and the cis-cyclobutanation are predicted to be possible products of the reactions via radical anion. Our calculations also indicate that the da-P- is the dominant product both dynamically and thermodynamically, via a six-membered ring intermediate and two transition states.
Key words： DFT; bis(enone); cycloaddition; radical anion
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