論文

査読有り
2007年

Theoretical studies of 5-exo selective intramolecular cyclization of O-alkynylbenzoic acid catalyzed by organic base

HETEROCYCLES
  • Masahiro Terada
  • ,
  • Chikashi Kanazawa
  • ,
  • Masahiro Yamanaka

74
開始ページ
819
終了ページ
825
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.3987/COM-07-S(W)73
出版者・発行元
PERGAMON-ELSEVIER SCIENCE LTD

Theoretical studies of the organic base-catalyzed 5-exo intramolecular cyclization of o-alkynylbenzoic acid were documented. The acidic fragment participating in the transition states was shown to reduce the activation energy significantly on the basis of hybrid DFT (BHandHLYP) calculation of 5-exo and 6-endo transition states. Furthermore, preference for the 5-exo cyclization mode was rationalized by natural population analysis of optimized structures of the transition states and the reactants.

リンク情報
DOI
https://doi.org/10.3987/COM-07-S(W)73
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000253564900071&DestApp=WOS_CPL
ID情報
  • DOI : 10.3987/COM-07-S(W)73
  • ISSN : 0385-5414
  • Web of Science ID : WOS:000253564900071

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