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A DFT study on regioselectivity in the [2 + 2] photocycloaddition of 6-amino-2-(3′-thienoyl)-1,4-benzoquinone and ethylene

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Abstract

DFT-B3LYP studies have been used to understand the realm of [2 + 2] photocycloaddition reactions that lead to the formation of four-membered cyclobutane derivatives. Regioselectivity in these reactions has been explored for the typical system 6-amino-2-(3′-thienoyl)-1,4-benzoquinone and ethylene. The results favor initial attack of ethylene on quinonoid carbon C5 rather than any other position.

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Authors and Affiliations

  1. Department of Chemistry, University of Rajasthan, Jaipur, 302004, India

    Gitanjali Sharma, Ignatious Abraham, R. T. Pardasani & M. K. Pathak

  2. Chemistry Group, Bhabha Atomic Research Centre, Mumbai, 400085, India

    T. Mukherjee

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  1. Gitanjali Sharma
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  2. Ignatious Abraham
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  3. R. T. Pardasani
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  4. M. K. Pathak
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  5. T. Mukherjee
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Correspondence to R. T. Pardasani.

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Sharma, G., Abraham, I., Pardasani, R.T. et al. A DFT study on regioselectivity in the [2 + 2] photocycloaddition of 6-amino-2-(3′-thienoyl)-1,4-benzoquinone and ethylene. Res Chem Intermed 35, 219–225 (2009). https://doi.org/10.1007/s11164-008-0017-1

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  • DOI: https://doi.org/10.1007/s11164-008-0017-1

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