Synthesis and Conformational Studies on [3.3.3]Metacyclophane Oligoketone Derivatives, and Their Metal Ion Recognition

作者: Louis Korbla Doamekpor , Raphael Kwaku Klake , Vincent Kodzo Nartey , Takehiko Yamato , Oti Gyamfi

DOI: 10.4236/IJOC.2015.52014

关键词:

摘要: Chemical reactions were used to synthesize 2,11,20-tris(ethanedithia)-9,18,27-trimethoxy-6,15, 24-tri-tert-butyl[3.3.3]metacyclophane 2 and 2,11-bis(ethanedithia)-9,18,27-trimethoxy-6,15,24-tri-tert-butyl[3.3.3]metacyclophane 4 from 6,15,24-tri-tert-butyl-9,18,27-trimethoxy[3.3.3]meta-cyclophane-2,11,20-trione 1 -2,11-dione 3. The yields of 70% 81% respectively. conformations the synthesized compounds studied using mainly solution Proton Nuclear Magnetic Resonance (1H NMR) spectroscopic methods. Compounds found have a partial-cone conformation. Detailed variable temperature studies further confirmed conformation for two products, 2, 4. During nuclear magnetic resonance studies, compound was coalescence about 0?C. Extraction silver ions with gave an extractability 82% while parent showed zero (0) affinity. A 1:1 mol/mol mixture by 1H NMR revealed novel “Molecular Roulette” type motion.

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