MISC

2004年12月

Enantioselective inclusion of (R)-phenylglycyl-(R)-phenylglycine with benzyl methyl sulfoxides

TETRAHEDRON
  • M Akazome
  • ,
  • A Hirabayashi
  • ,
  • K Ogura

60
52
開始ページ
12085
終了ページ
12093
記述言語
英語
掲載種別
DOI
10.1016/j.tet.2004.10.032
出版者・発行元
PERGAMON-ELSEVIER SCIENCE LTD

A crystalline dipeptide, (R)-phenylglycyl-(R)-phenylglycine (RR-1), recognized p-halobenzyl methyl sulfoxides with high R-enantioselectivity (86-99% ee) to form inclusion compounds. The single-crystal X-ray analyses showed that RR-1 molecules are arranged in parallel and zigzags via hydrogen bonding to construct a pleated sheet. The guest molecules that form hydrogen bond with +NH3 of RR-1 are accommodated in the channel cavity between the layers. In contrast to the inclusion crystals of parent benzyl methyl sulfoxide, in which a rectangular cavity is formed, the cavity including p-halobenzyl methyl sulfoxides becomes rhomboidal. We also examine the guest exchange in these inclusion compounds and it was found that the guest exchanges occur when the host structure changes. (C) 2004 Published by Elsevier Ltd.

Web of Science ® 被引用回数 : 12

リンク情報
DOI
https://doi.org/10.1016/j.tet.2004.10.032
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000225525700007&DestApp=WOS_CPL
ID情報
  • DOI : 10.1016/j.tet.2004.10.032
  • ISSN : 0040-4020
  • Web of Science ID : WOS:000225525700007

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