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Theoretical study of Mills-Nixon effect in naphthocyclobutenes and -cyclobutadienes

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Summary

Structural features of some naphthocyclobutenes and naphtho(b)cyclobutadiene are studied by semiempirical andab-initio procedures. It is found that Mills-Nixon (MN) effect is operative in all investigated molecules. Naphtho(b)cyclobutadiene exhibits the strongest MN type of deformation as anticipated. The calculated CC bond distances are in good accordance with available experimental data. They are rationalized by changes in hybridization parameters and π-bond orders. The rehybridization usually prevails in determining extent of the MN-deformation.

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Author notes

  1. M. Hodošček

    Present address: Institute of Chemistry, Hajdrihova 19, 61001, Ljubljana, Republic of Slovenia

Authors and Affiliations

  1. Department of Health and Human Services, National Institute of Health, 20892, Bethesda, MD, USA

    M. Hodošček & D. Kovaček

  2. Ruder Bošković Institute, POB 1016, 41001, Zagreb, Republic of Croatia

    Z. B. Maksić

  3. the Faculty of Science, The University of Zagreb, Marulićev trg. 19, 41000, Zagreb, Republic of Croatia

    Z. B. Maksić

Authors
  1. M. Hodošček
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  2. D. Kovaček
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  3. Z. B. Maksić
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Hodošček, M., Kovaček, D. & Maksić, Z.B. Theoretical study of Mills-Nixon effect in naphthocyclobutenes and -cyclobutadienes. Theoret. Chim. Acta 86, 343–351 (1993). https://doi.org/10.1007/BF01128521

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