Chiral discrimination between thalidomide enantiomers using a solid surface with two-dimensional chirality

作者: Takuya Nakanishi , Naoko Yamakawa , Toru Asahi , Norio Shibata , Bunsho Ohtani

DOI: 10.1002/CHIR.20039

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摘要: Chiral discrimination between thalidomide enantiomers was achieved using the self-assembled monolayer (SAM) of an atropisomeric compound, 1,1′-binaphthalene-2,2′-dithiol (BNSH), which takes a two-dimensional chiral arrangement on gold(111) surface. Interestingly, “all-or-none” type enantioselectivity appears; one enantiomeric form BNSH SAM allows adsorption only enantiomer thalidomide. In addition, response racemic revealed to be one-half that caused by pure SAM. Chirality 16:S36–S39, 2004. © 2004 Wiley-Liss, Inc.

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