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Issue 45, 2012
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Angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran: are they isoelectronic with chrysene?

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Abstract

Although angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran, are formally isoelectronic with chrysene as their thiophene counterparts, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-dithiophene, the HOMO energy level of naphthodifurans is much higher than those of naphthodithiophenes and chrysene. The difference in electronic structure in the ground state can be explained by distinct electronic perturbation from the outermost aromatic rings.

Graphical abstract: Angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran: are they isoelectronic with chrysene?

  • This article is part of the themed collection: Aromaticity
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Publication details

The article was received on 29 Feb 2012, accepted on 16 Apr 2012 and first published on 17 Apr 2012


Article type: Communication
DOI: 10.1039/C2CC31546G
Citation: Chem. Commun., 2012,48, 5671-5673
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    Angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran: are they isoelectronic with chrysene?

    M. Nakano, S. Shinamura, Y. Houchin, I. Osaka, E. Miyazaki and K. Takimiya, Chem. Commun., 2012, 48, 5671
    DOI: 10.1039/C2CC31546G

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