• Title/Summary/Keyword: Dipolar

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MOLECULAR ORIENTATIONS OF INTRAMOLECULAR CHARGE TRANSFER AROMATIC MOLECULES IN THE ORGANIZED MEDIA

  • Shin, Dong Myung
    • Journal of Photoscience
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    • v.1 no.1
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    • pp.53-59
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    • 1994
  • Molecular orientation and polarity of solubilization site of dipolar azobenzenes solubilized in micellar solutions are discussed. The polarity of solubilization was estimated by using Taft $\pi$$^*$ scale with linear solvation energy relationship, $\Delta$E=$\Delta$E$_0$ + S($\pi$$^*$ + d$\delta$)+a$\alpha$ + b$\beta$. Hydrogen bonding effects were taken into account for the estimation of micropolarity. The polarity that azobenzenes experienced in the miceliar solutions was close to water which represented that the azobenzenes were mostly solubilized at the interface. For the orientations of azobenzenes were concerned, the nitro group of NPNOH faced the interface and the hydroxy group of NPNO$^-$ located at the interfacial area.

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Synthesis of 3-[1-(t-Butyldimethylsilyloxy)ethyl]-4-carboxymethyl-2-azetidinone Derivatives

  • 서민효;이윤영;구양모
    • Bulletin of the Korean Chemical Society
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    • v.17 no.4
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    • pp.314-321
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    • 1996
  • Isoxazolidine derivatives 7 and 8 were synthesized from N-benzyl-C-(2-benzyloxyethyl)nitrones by 1,3-dipolar cycloaddition with ethyl crotonate. The isoxazolidine derivatives were converted to β-amino acid esters 9a and 9b by reduction with zinc in acetic acid. The β-amino acid esters were reacted with methylmagnesium bromide to give the 2-azetidinones (13a, 13b). The benzyl group of 2-azetidinones were removed by Birch reduction. The products were oxidized with PDC to give 3-[1-(t-butyldimethylsilyloxy)ethyl]-4-carboxymethyl-2-azetidinone derivatives (2a, 2c).