論文

査読有り
2006年2月

Substituent effects on the ground-state properties of naphthalene-based analogues of salicylideneaniline in solution

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
  • A Ohshima
  • ,
  • A Momotake
  • ,
  • T Arai

79
2
開始ページ
305
終了ページ
311
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1246/bcsj.79.305
出版者・発行元
CHEMICAL SOC JAPAN

Substituent effects on the ground-state properties of seven naphthalene analogues of salicylideneaniline (1-7) were studied by comparison of both steady-state and transient absorption spectra. The naphthalene-based salicylideneanilines 1-5 were prepared from 2-hydroxy-1-naphthaldehyde and corresponding amines. The UV absorption spectra of 1-5 were largely dependent on the substituent group on the amino group. Transient absorption studies revealed that the introduced naphthyl group in 1-5 prolonged the lifetime of 1K(trans) in non-polar solvent probably due to the formation of intramolecular hydrogen bonding between nitrogen and C-H hydrogen on the naplithyl group. In acetonitrile, the lifetimes of 1-6 are much longer than those in benzene, probably because the zwitterionic forms are stabilized in polar solvents, whereas the much shorter lifetime in ethanol suggests that K-1(trans) undergoes the solvent assisted re-enolizaiton reaction in ethanol.

Web of Science ® 被引用回数 : 15

リンク情報
DOI
https://doi.org/10.1246/bcsj.79.305
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000236376300016&DestApp=WOS_CPL
ID情報
  • DOI : 10.1246/bcsj.79.305
  • ISSN : 0009-2673
  • eISSN : 1348-0634
  • Web of Science ID : WOS:000236376300016

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