4.8 Article

Aromaticity and Extrusion of Benzenoids Linked to [o-COSAN]-: Clar Has the Answer

期刊

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202200672

关键词

Aromaticity; Boron; COSAN; Clar pi-Sextet; Extrusion

资金

  1. Ministerio de Ciencia e Innovacion of Spain [PID2020-113711GB-I00, PID2019-106832RB-I00, PID2019-106830GB-I00, MDM-2017-0767]
  2. Catalan Conselleria de Recerca i Universitats [2017SGR39, 2017SGR1720, 2017SGR348]
  3. CRUE-CSIC

向作者/读者索取更多资源

Benzene and pyrene can be synthetically linked to [o-COSAN](-) while maintaining their aromaticity, while naphthalene and anthracene are extruded in the same reaction. The number of Clar's pi-sextets determines whether extrusion is favorable or not. Thus, Clar provides the answer to the extrusion of attached polycyclic aromatic hydrocarbons to [o-COSAN](-).
Benzene and pyrene can be synthetically linked to [o-COSAN](-) keeping their aromaticity. In contrast, naphthalene and anthracene are extruded in the same reaction. We have proven that extrusion is only favorable if the number of Clar's pi-sextets remains constant. Thus, Clar has the answer to whether an attached polycyclic aromatic hydrocarbon to [o-COSAN](-) is extruded or not.

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