1,4-Dihydropyrrolo[3,2-b]pyrrole: The electronic structure elucidated by photoelectron spectroscopy.
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概要
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The electronic structures of 1,4-dihydropyrrolo[3,2-<I>b</I>]pyrrole and some of its alkyl derivatives were studied by means of He(I) photoelectron spectroscopy combined with the MNDO calculation and a first-order perturbation theoretical method. The first five bands of the parent pyrrolopyrrole are assigned, from the top, to the π<SUB>5</SUB>(a<SUB>u</SUB>), π<SUB>4</SUB>(a<SUB>u</SUB>), π<SUB>3</SUB>(b<SUB>g</SUB>), π<SUB>2</SUB>(b<SUB>g</SUB>), and σ(a<SUB>g</SUB>) bands respectively. The MO model, which explains well the spectral data, indicates that the nitrogen lone-pair electrons are mainly delocalized in the π<SUB>4</SUB>, π<SUB>2</SUB>, and π<SUB>1</SUB> orbitals. The ionization potentials of the HOMO levels of these compounds, which are characterized by the large p<SUB>z</SUB> contributions from the α-carbons, are the lowest among the hitherto known π-electron-excessive heteroaromatic compounds. 1,4-Dihydropyrrolo[3,2-<I>b</I>]pyrrole is concluded to be the system with the most efficient π-electron-donating ability among 10π-electron systems.
- 公益社団法人 日本化学会の論文
著者
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Kumagai Tsutomu
Department Of Chemistry Tohoku University
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Tanaka Shoji
Department Of Applied Physics Faculty Fo Engineering University Of Tokyo
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Mukai Toshio
Department of Chemistry, Faculty of Science Tohoku University
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Kobayashi Tsunetoshi
The Institute for Solid State Physics, The University of Tokyo
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Tanaka Shoji
Department of Chemistry, Faculty of Science, Tohoku University
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Kumagai Tsutomu
Department of Chemistry, Faculty of Science, Tohoku University
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