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AROMATICITY

Baird’s rules at the tipping point

Nature Chemistry volume 14, pages 723–725 (2022)Cite this article

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This year marks the 50th anniversary of Baird’s rules of aromaticity — a set of perturbational molecular orbital theory analyses that has garnered considerable attention in the past ten years in light of its many real-world applications in photochemistry.

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Fig. 1: Baird’s rule is a reversal of the Hückel electron-counting rule for aromaticity and antiaromaticity in the S1 and T1 ππ* states.

References

  1. Baird, N. C. J. Am. Chem. Soc. 94, 4941–4948 (1972).

    Article  CAS  Google Scholar 

  2. Slanina, T. et al. J. Am. Chem. Soc. 142, 10942–10954 (2020).

    Article  CAS  Google Scholar 

  3. Aihara, J.-I. Bull. Chem. Soc. Jpn. 51, 1788–1792 (1788).

    Article  Google Scholar 

  4. Shukla, D. & Wan, P. J. Am. Chem. Soc. 115, 2990–2991 (1993).

    Article  CAS  Google Scholar 

  5. Wan, P. & Krogh, E. J. Chem. Soc. Chem. Commun. 1207–1208 (1985).

  6. Gogonea, V., Schleyer, Pv. R. & Schreiner, P. R. Angew. Chem. Int. Ed. 37, 1945–1948 (1998).

    Article  CAS  Google Scholar 

  7. Rosenberg, M. et al. Chem. Rev. 114, 5379–5425 (2014).

    Article  CAS  Google Scholar 

  8. Papadakis, R. & Ottosson, H. Chem. Soc. Rev. 44, 6472–6493 (2015).

    Article  CAS  Google Scholar 

  9. Karas, L. J., Wu, C.-H. & Wu, J. I. J. Am. Chem. Soc. 143, 17970–17974 (2021).

    Article  CAS  Google Scholar 

  10. Mohamed, R. K. et al. J. Am. Chem. Soc. 137, 15441–15450 (2015).

    Article  CAS  Google Scholar 

  11. Kim, H. et al. Nat. Commun. 12, 5409 (2021).

    Article  CAS  Google Scholar 

  12. Hada, M. et al. J. Am. Chem. Soc. 139, 15792–15800 (2017).

    Article  CAS  Google Scholar 

  13. Zhao, Z. et al. Nat. Commun. 10, 2952 (2019).

    Article  Google Scholar 

  14. Sung, Y. M. et al. Nat. Chem. 7, 418–422 (2015).

    Article  CAS  Google Scholar 

  15. Chen, D. et al. Commun. Chem. 1, 18 (2018).

    Article  Google Scholar 

  16. Zeng, W. et al. Chem. Sci. 12, 6159–6171 (2021).

    Article  CAS  Google Scholar 

Download references

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  1. Twitter: @lucaskaras1

  2. Twitter: @JudyWuChem

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  1. Department of Chemistry, University of Houston, Houston, TX, USA

    Lucas J. Karas & Judy I. Wu

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  1. Lucas J. Karas
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  2. Judy I. Wu
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Correspondence to Lucas J. Karas or Judy I. Wu.

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Karas, L.J., Wu, J.I. Baird’s rules at the tipping point. Nat. Chem. 14, 723–725 (2022). https://doi.org/10.1038/s41557-022-00988-z

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