[12]Annulene Gemini Surfactants: Structure and Self‐Assembly

2007/07/06 by Lei Shi, Dan Lundberg, Djamaladdin G. Musaev +1 · 2 citations
Chemistry · Materials Science · Physics and Astronomy · #Photochemistry and Electron Transfer Studies #Porphyrin and Phthalocyanine Chemistry #Spectroscopy and Quantum Chemical Studies

paper · doi:10.1002/anie.200702140

openalex publication_date 2007/07/06 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/22

Abstract

The long and short of it: Gemini surfactants with a non-Hückel diaza[12]annulene core have been synthesized (see picture). DFT computations give a minimum-energy conformation with alternate shorter and longer bonds, and with the two N substituents pointing away from each other. Studies on the aggregation of the molecules in water show they encounter packing difficulties, with no evidence for ring/ring interactions at the micelle surfaces.

Citations

• One-Pot Synthesis ofN-Substituted Diaza[12]annulenes

Cited by

• 1,7‐Diaza[12]annulene Derivatives? 100‐Year‐Old Pyridinium Salts!
• Zincke reaction [wikipedia]

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