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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 180, 2005 - Issue 5-6
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Original Articles

Extended Hypervalent 5c–6e Interactions: Linear Alignment of Five C─Z- - -O- - -Z─C (Z = S, Se) Atoms in Anthraquinone and Anthracene Systems

Warô Nakanishi Department of Chemistry, Faculty of Systems Engineering, Wakayama University, Wakayama, Japan
,
Satoko Hayashi Department of Chemistry, Faculty of Systems Engineering, Wakayama University, Wakayama, Japan
,
Takashi Furuta Department of Chemistry, Faculty of Systems Engineering, Wakayama University, Wakayama, Japan
,
Norio Itoh Department of Chemistry, Faculty of Systems Engineering, Wakayama University, Wakayama, Japan
,
Yusaku Nishina Department of Chemistry, Graduate School of Science, Hiroshima University, Higashi-Hiroshima, Japan
,
Makoto Yamashita Department of Chemistry, Graduate School of Science, Hiroshima University, Higashi-Hiroshima, Japan
&
Yohsuke Yamamoto Department of Chemistry, Graduate School of Science, Hiroshima University, Higashi-Hiroshima, Japan
 show all
Pages 1351-1355 | Received 09 Jul 2004, Accepted 05 Oct 2004, Published online: 16 Aug 2006
 
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Abstract

Structures of 1,8-(ArZ)2C14H6O2 and 9-(MeO)-1,8-(ArZ)2C14H7 (Z = S, Se) are determined by X-ray crystallographic analysis. Five C─Z- - -O- - -Z─C atoms of the compounds align linearly, which are analyzed by the extended hypervalent 5c–6e model, based on QC calculations. CT of the 5c–6e occurs as the σ*(C─Z) ← n p (O)→ σ*(Z─C) direction.

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