Unexpected Squaramide-Induced Cleavage of Benzils: Synthesis and Characterization of Mono-Aroyl Squarimides

作者：Sanna Elena^*; Lopez Carlos; Ballester Pablo; Rotger Carmen; Costa Antoni

来源：European Journal of Organic Chemistry, 2015, 2015(35): 7656-7660.

DOI：10.1002/ejoc.201501235

• Synthetic methods
• Squaramides
• Imide formation
• Small ring systems
• Hydrogen bonds

We report the reaction of 4,4-substituted benzils with squaramides (SQ) affording mono-squarimides (SQIs). The H-1 NMR and X-ray structures of the SQIs (R = H) revealed the existence of a strong C=O<bold>HN intramolecular hydrogen</bold>-bond motif. The unprecedented reaction between SQs and benzils highlights the difference in reactivity between urea and squaramide units.

• 出版日期2015-12