Theoretical study on the radical anion cycloaddition of six-carbon tethers phenyl-substituent bis(enone)

doi:10.7523/j.issn.1002-1175.2013.02.007

Abstract

Abstract:

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

CLC Number:

O643

YUAN Jian-Hua, CHEN Bo-Zhen. Theoretical study on the radical anion cycloaddition of six-carbon tethers phenyl-substituent bis(enone)[J]. , 2013, 30(2): 187-193.

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