Hexaazaphenalene Derivatives: One-Pot Synthesis, Hydrogen-Bonded Chiral Helix, and Fluorescence Properties

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• 作者：Shuichi Suzuki ; Kozo Fukui ; Akira Fuyuhiro ; Kazunobu Sato ; Takeji Takui ; Kazuhiro Nakasuji ; Yasushi Morita
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：November 5, 2010
• 年：2010
• 卷：12
• 期：21
• 页码：5036-5039
• 全文大小：198K
• 年卷期：v.12,no.21(November 5, 2010)
• ISSN：1523-7052

文摘

Symmetric hexaazaphenalenes (R = phenyl and tert-butyl) have been synthesized by one-pot condensations of corresponding amidine hydrochlorides with tricyanomethanide. The hexaazaphenalenes are linked with each other by a N−H···N hydrogen-bonding interaction in the crystalline states. Interestingly, a planar and achiral tert-butylated derivative was crystallized in a chiral space group with assembly of one-handed helical hydrogen-bonded chains. Hexaazaphenalenyl anions were isolated as air- and water-stable tetraethyl ammonium salts.