有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
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狭いHOMO-LUMOギャップと安定性を兼ね備えたπ共役炭化水素の創出
福井 識人忍久保 洋
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2025 年 83 巻 5 号 p. 455-463

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Carbon and hydrogen are fundamental components of organic molecules. Various functional π-systems have been created via the structural modification of conventional π-conjugated hydrocarbons. Novel π-conjugated hydrocarbon skeletons with attractive electronic structures are a source of novel functional materials. Notably, π-conjugated hydrocarbons with a narrow HOMO-LUMO gap are attractive research targets. Hydrocarbons with antiaromaticity or diradical character often exhibit narrow HOMO-LUMO gaps. However, these molecules are inherently reactive, thus requiring kinetic stabilization by sterically hindered peripheral substituents. This article describes the synthesis and properties of as-indaceno[3,2,1,8,7,6-ghijklm]terrylene, indeno[1,2,3,4-pqra]perylene, and its π-extended derivatives. These π-conjugated hydrocarbons are sufficiently stable under ambient conditions despite their narrow HOMO-LUMO gaps.

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