| Abstract
| - A series of well-defined enantiopure 1,1‘-binaphthyl-based oligomers linked through their 6,6‘-positions, ranging from quaternaphthol to decanaphthol, have been synthesized by Suzuki andStille coupling reactions. These novel oligonaphthyls have been characterized by 1H and 13C{1H}NMR spectroscopy and high-resolution mass spectrometry. A combination of X-ray structural andCD studies suggests that these oligonaphthyls adopt zigzag but not helical conformations. As thechain length increases, the compounds show enhanced fluorescence. The fluorescence intensity ofoligonaphthols is almost 2 orders of magnitude higher than that of 1,1‘-bi-2-naphthol and can beeffectively and enantioselectively quenched with trans-1,2-diaminocyclohexane with an enantioselectivity factor of 1.24. The present work thus demonstrates the potential of constructing chiralsensory materials based on well-defined enantiopure oligonaphthols.
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