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

Masahiro Nakano; Shoji Shinamura; Yoshinobu Houchin; Itaru Osaka; Miyazaki Eigo; Kazuo Takimiya

doi:10.1039/c2cc31546g

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

Masahiro Nakano, Shoji Shinamura, Yoshinobu Houchin, Itaru Osaka, Miyazaki Eigo, Kazuo Takimiya

Research output: Contribution to journal › Article › peer-review

25 Citations (Scopus)

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.

Original language	English
Pages (from-to)	5671-5673
Number of pages	3
Journal	Chemical Communications
Volume	48
Issue number	45
DOIs	https://doi.org/10.1039/c2cc31546g
Publication status	Published - 2012 May 9
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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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.",

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T2 - Are they isoelectronic with chrysene?

AU - Nakano, Masahiro

AU - Shinamura, Shoji

AU - Houchin, Yoshinobu

AU - Osaka, Itaru

AU - Eigo, Miyazaki

AU - Takimiya, Kazuo

PY - 2012/5/9

Y1 - 2012/5/9

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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?

Abstract

ASJC Scopus subject areas

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