Abstracts of Symposium on Physical Organic Chemistry
21st Symposium on Physical Organic Chemistry
Session ID : 1P85
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Synthesis and Optical Resolution of Boron Helicates Having Two Sodium Cations Confined in a Small Cavity
*Ryo ASAIKazuhiro MIWAYoshio FURUSHOEiji YASHIMA
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Abstract
A new double helicate having two spiroborate moieties was prepared from an ortho-linked oligophenol with a bipyridine unit and NaBH4. The X-ray single crystallography analysis revealed that the helicate adopted a double helical structure, in which the two Na cations were chelated by the bipyridine units. The 1D and 2D 1H NMR spectra indicated that the double helical structure was also retained in solution. Moreover, the helicate was resolved into the two enantiomers by use of chiral HPLC, as evidenced by their distinct CD spectra that were mirror image to each other.
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© 2011 by The Society of Physical Organic Chemistry, Japan
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