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What is quasi-aromaticity?


What is Y-aromaticity? Is the trinitromethanide anion aromatic?Is buckminsterfullerene aromatic?If graphite's just a huge polymer of benzene why isn't it an aromatic compound (polymer?)How does the cyclopropyl group influence conjugation and aromaticity?Generalizations regarding functional groups on benzene ringLoss of aromaticity vs low entropy of activationAnti-aromatic or Non-aromaticUnderstanding AromaticityHow is the aromaticity in graphene different from the aromaticity in benzene?What is jellium aromaticity?













5












$begingroup$


While studying about aromaticity I came through this topic of quasi-aromaticity. Can you please tell me what it actually is?










share|improve this question











$endgroup$







  • 1




    $begingroup$
    Consider using google for such terminology. It has might show good results and is recommended before asking a question. If it is not, then the question is welcome.
    $endgroup$
    – user79161
    8 hours ago







  • 1




    $begingroup$
    This appears to be the original paper: Lloyd, D.; Marshall, D. R. Quasi-aromatic compounds: a definition, Chem. Ind. (London) 1964, 1760. Also, there is a modern review by Krygowski et al. (PDF). Feel free to improve and narrow-down your question in the meantime.
    $endgroup$
    – andselisk
    8 hours ago















5












$begingroup$


While studying about aromaticity I came through this topic of quasi-aromaticity. Can you please tell me what it actually is?










share|improve this question











$endgroup$







  • 1




    $begingroup$
    Consider using google for such terminology. It has might show good results and is recommended before asking a question. If it is not, then the question is welcome.
    $endgroup$
    – user79161
    8 hours ago







  • 1




    $begingroup$
    This appears to be the original paper: Lloyd, D.; Marshall, D. R. Quasi-aromatic compounds: a definition, Chem. Ind. (London) 1964, 1760. Also, there is a modern review by Krygowski et al. (PDF). Feel free to improve and narrow-down your question in the meantime.
    $endgroup$
    – andselisk
    8 hours ago













5












5








5





$begingroup$


While studying about aromaticity I came through this topic of quasi-aromaticity. Can you please tell me what it actually is?










share|improve this question











$endgroup$




While studying about aromaticity I came through this topic of quasi-aromaticity. Can you please tell me what it actually is?







aromatic-compounds aromaticity






share|improve this question















share|improve this question













share|improve this question




share|improve this question








edited 8 hours ago









andselisk

21.3k773140




21.3k773140










asked 9 hours ago









chail10chail10

443416




443416







  • 1




    $begingroup$
    Consider using google for such terminology. It has might show good results and is recommended before asking a question. If it is not, then the question is welcome.
    $endgroup$
    – user79161
    8 hours ago







  • 1




    $begingroup$
    This appears to be the original paper: Lloyd, D.; Marshall, D. R. Quasi-aromatic compounds: a definition, Chem. Ind. (London) 1964, 1760. Also, there is a modern review by Krygowski et al. (PDF). Feel free to improve and narrow-down your question in the meantime.
    $endgroup$
    – andselisk
    8 hours ago












  • 1




    $begingroup$
    Consider using google for such terminology. It has might show good results and is recommended before asking a question. If it is not, then the question is welcome.
    $endgroup$
    – user79161
    8 hours ago







  • 1




    $begingroup$
    This appears to be the original paper: Lloyd, D.; Marshall, D. R. Quasi-aromatic compounds: a definition, Chem. Ind. (London) 1964, 1760. Also, there is a modern review by Krygowski et al. (PDF). Feel free to improve and narrow-down your question in the meantime.
    $endgroup$
    – andselisk
    8 hours ago







1




1




$begingroup$
Consider using google for such terminology. It has might show good results and is recommended before asking a question. If it is not, then the question is welcome.
$endgroup$
– user79161
8 hours ago





$begingroup$
Consider using google for such terminology. It has might show good results and is recommended before asking a question. If it is not, then the question is welcome.
$endgroup$
– user79161
8 hours ago





1




1




$begingroup$
This appears to be the original paper: Lloyd, D.; Marshall, D. R. Quasi-aromatic compounds: a definition, Chem. Ind. (London) 1964, 1760. Also, there is a modern review by Krygowski et al. (PDF). Feel free to improve and narrow-down your question in the meantime.
$endgroup$
– andselisk
8 hours ago




$begingroup$
This appears to be the original paper: Lloyd, D.; Marshall, D. R. Quasi-aromatic compounds: a definition, Chem. Ind. (London) 1964, 1760. Also, there is a modern review by Krygowski et al. (PDF). Feel free to improve and narrow-down your question in the meantime.
$endgroup$
– andselisk
8 hours ago










1 Answer
1






active

oldest

votes


















7












$begingroup$

In general, we can describe a quasi aromatic compound as a compound, which is ionic in nature with a counter ion, and the $pi$ electrons in such compounds follow Huckel's rule ($4n+2$). In other words, quasi aromatic compounds are those in which the charges present on the molecule are a part of aromaticity of the compound. Few example of such compounds are depicted in the diagram:



QuasiAromatic



However, it has a deeper and broader meaning. For some complicated explanation, read given references.




References:



  1. T. M. Krygowski, B. Bankiewicz, Z. Czarnocki, M. Palusiak, “Quasi-aromaticity—what does it mean?” Tetrahedron 2015, 71(30), 4895–4908 (https://doi.org/10.1016/j.tet.2015.05.074).

  2. E. Kleinpeter, A. Koch, “Characterization and quantification of quasi-aromaticity by spatial magnetic properties (TSNMRS),” Tetrahedron 2015, 71(33), 5275–5284 (https://doi.org/10.1016/j.tet.2015.06.019).





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    1 Answer
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    1 Answer
    1






    active

    oldest

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    active

    oldest

    votes






    active

    oldest

    votes









    7












    $begingroup$

    In general, we can describe a quasi aromatic compound as a compound, which is ionic in nature with a counter ion, and the $pi$ electrons in such compounds follow Huckel's rule ($4n+2$). In other words, quasi aromatic compounds are those in which the charges present on the molecule are a part of aromaticity of the compound. Few example of such compounds are depicted in the diagram:



    QuasiAromatic



    However, it has a deeper and broader meaning. For some complicated explanation, read given references.




    References:



    1. T. M. Krygowski, B. Bankiewicz, Z. Czarnocki, M. Palusiak, “Quasi-aromaticity—what does it mean?” Tetrahedron 2015, 71(30), 4895–4908 (https://doi.org/10.1016/j.tet.2015.05.074).

    2. E. Kleinpeter, A. Koch, “Characterization and quantification of quasi-aromaticity by spatial magnetic properties (TSNMRS),” Tetrahedron 2015, 71(33), 5275–5284 (https://doi.org/10.1016/j.tet.2015.06.019).





    share|improve this answer









    $endgroup$

















      7












      $begingroup$

      In general, we can describe a quasi aromatic compound as a compound, which is ionic in nature with a counter ion, and the $pi$ electrons in such compounds follow Huckel's rule ($4n+2$). In other words, quasi aromatic compounds are those in which the charges present on the molecule are a part of aromaticity of the compound. Few example of such compounds are depicted in the diagram:



      QuasiAromatic



      However, it has a deeper and broader meaning. For some complicated explanation, read given references.




      References:



      1. T. M. Krygowski, B. Bankiewicz, Z. Czarnocki, M. Palusiak, “Quasi-aromaticity—what does it mean?” Tetrahedron 2015, 71(30), 4895–4908 (https://doi.org/10.1016/j.tet.2015.05.074).

      2. E. Kleinpeter, A. Koch, “Characterization and quantification of quasi-aromaticity by spatial magnetic properties (TSNMRS),” Tetrahedron 2015, 71(33), 5275–5284 (https://doi.org/10.1016/j.tet.2015.06.019).





      share|improve this answer









      $endgroup$















        7












        7








        7





        $begingroup$

        In general, we can describe a quasi aromatic compound as a compound, which is ionic in nature with a counter ion, and the $pi$ electrons in such compounds follow Huckel's rule ($4n+2$). In other words, quasi aromatic compounds are those in which the charges present on the molecule are a part of aromaticity of the compound. Few example of such compounds are depicted in the diagram:



        QuasiAromatic



        However, it has a deeper and broader meaning. For some complicated explanation, read given references.




        References:



        1. T. M. Krygowski, B. Bankiewicz, Z. Czarnocki, M. Palusiak, “Quasi-aromaticity—what does it mean?” Tetrahedron 2015, 71(30), 4895–4908 (https://doi.org/10.1016/j.tet.2015.05.074).

        2. E. Kleinpeter, A. Koch, “Characterization and quantification of quasi-aromaticity by spatial magnetic properties (TSNMRS),” Tetrahedron 2015, 71(33), 5275–5284 (https://doi.org/10.1016/j.tet.2015.06.019).





        share|improve this answer









        $endgroup$



        In general, we can describe a quasi aromatic compound as a compound, which is ionic in nature with a counter ion, and the $pi$ electrons in such compounds follow Huckel's rule ($4n+2$). In other words, quasi aromatic compounds are those in which the charges present on the molecule are a part of aromaticity of the compound. Few example of such compounds are depicted in the diagram:



        QuasiAromatic



        However, it has a deeper and broader meaning. For some complicated explanation, read given references.




        References:



        1. T. M. Krygowski, B. Bankiewicz, Z. Czarnocki, M. Palusiak, “Quasi-aromaticity—what does it mean?” Tetrahedron 2015, 71(30), 4895–4908 (https://doi.org/10.1016/j.tet.2015.05.074).

        2. E. Kleinpeter, A. Koch, “Characterization and quantification of quasi-aromaticity by spatial magnetic properties (TSNMRS),” Tetrahedron 2015, 71(33), 5275–5284 (https://doi.org/10.1016/j.tet.2015.06.019).






        share|improve this answer












        share|improve this answer



        share|improve this answer










        answered 7 hours ago









        Mathew MahindaratneMathew Mahindaratne

        7,9441030




        7,9441030



























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