Chiral discrimination between thalidomide enantiomers using a solid surface with two-dimensional chirality.
Chiral discrimination between thalidomide enantiomers using a solid surface with two-dimensional chirality.
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DOI：
10.1002/chir.20039
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发表时间：
2004
期刊：
影响因子：
2
通讯作者：
T. Nakanishi;Naoko Yamakawa;T. Asahi;N. Shibata;B. Ohtani;T. Osaka
中科院分区：
文献类型：
--
作者：
T. Nakanishi;Naoko Yamakawa;T. Asahi;N. Shibata;B. Ohtani;T. Osaka
利用1，1‘-联萘-2，2’-二硫酚(BNSH)对映异构体的自组装单分子膜(SAM)在金(111)表面进行二维手性排列，实现了沙利度胺对映体的手性识别。有趣的是，出现了“全有或全无”型对映体选择性；BNSH SAM的一种对映体形式只允许吸附沙利度胺的一种对映体。此外，BNSH的外消旋SAM的反应是纯对映体SAM的一半。
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, an "all-or-none" type enantioselectivity appears; one enantiomeric form of BNSH SAM allows the adsorption of only one enantiomer of thalidomide. In addition, the response of a racemic SAM of BNSH was revealed to be one-half of that caused by pure enantiomeric SAM.