O-annulation to polycyclic aromatic hydrocarbons: a tale of optoelectronic properties from five- to seven-membered rings

Ðorđević, Luka, Milano, Domenico, Demitri, Nicola and Bonifazi, Davide ORCID: https://orcid.org/0000-0001-5717-0121 2020. O-annulation to polycyclic aromatic hydrocarbons: a tale of optoelectronic properties from five- to seven-membered rings. Organic Letters 22 (11) , pp. 4283-4288. 10.1021/acs.orglett.0c01331

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Abstract

We take advantage of the Pummerer oxidative annulation reaction to extend PAHs through the formation of an intramolecular C–O bond with a suitable phenol substituent. Depending on the peripheral topology of the PAH precursor (e.g., pyrene, boron–dipyrromethene, or perylene diimide) five-, six-, and seven-membered O-containing rings could be obtained. The effect of the O-annulations on the optoelectronic properties were studied by various methods with the pyrano-annulated pyrene and BODIPY derivatives depicting quantitative emission quantum yields.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Publisher:	American Chemical Society
ISSN:	1523-7060
Date of First Compliant Deposit:	27 May 2020
Date of Acceptance:	13 May 2020
Last Modified:	12 Nov 2024 05:15
URI:	https://orca.cardiff.ac.uk/id/eprint/131943

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