H眉nlich Base: (Re)Discovery, Synthesis, and Structure Elucidation after a Century

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• 作者：Stephan Rigol ; Lothar Beyer ; Lothar Hennig ; Joachim Sieler ; Athanassios Giannis
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：March 15, 2013
• 年：2013
• 卷：15
• 期：6
• 页码：1418-1420
• 全文大小：244K
• 年卷期：v.15,no.6(March 15, 2013)
• ISSN：1523-7052

文摘

After almost 100 years, the structure of the product of the reaction between 2,4-diaminotoluene and formaldehyde was elucidated: derivative 3, which we call the H眉nlich base, was synthesized on a multigram scale and its enantiomers were easily separated in preparative amounts. Furthermore, transformation of the NH₂ groups to the corresponding bis-iodides and bis-azides is presented. The latter was also used for desymmetrization by click chemistry.