Synthesis, optical resolution and absolute configuration of inherently chiral calixarene carboxylic acids |
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| Authors: | M.A. Kliachyna V.V. Pirozhenko O.V. Shishkin V.I. Kalchenko |
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| Affiliation: | a Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 02660 Kyiv-94, Murmanska Str., 5, Kyiv, Ukraine
b STC ‘Institute for Single Crystals’, National Academy of Sciences of Ukraine, Lenin Ave., 60, Kharkiv 61001, Ukraine |
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| Abstract: | Both enantiomers of inherently chiral calixarene carboxylic acids with ABCD substitution patterns have been prepared by the benzoylation of 25-propoxy-27-(R)-N-(α-phenylethyl)amidomethyloxycalix[4]arene followed by resolution of the diastereomers formed, monobromination of them and removal of the benzoyl and α-phenylethylamide auxiliary groups. The absolute configuration of the calixarenes obtained has been established by X-ray analysis. Preliminary study of the chiral recognition properties of calixarene carboxylic acid was performed. |
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| Keywords: | Inherently chiral calixarenes Diastereomers Enantiomers Optical resolution |
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