Photocontrol of interfacial mass transfer by acidity adjustable norbornadiene-quadricyclane valence isomerization

DOI

Bibliographic Information

Other Title
  • 酸性度変化を伴うノルボルナジエン-クアドリシクラン異性化反応を用いた界面物質移動の光制御

Description

It has been known that photo-irradiation of substituted norbornadienes leads to the one-way isomerization to highly strained quadricyclanes which undergo the reverse isomerization by electron-transfer sensitizations. Therefore, the photochemical pathways can be switched depending on the presence or absence of photosensitizers, which may be controlled by the reaction media where the sensitizers are dissolved. Such situations may be achieved with COOH-substituted norbornadienes and quadricyclanes when one of two isomers has a higher acidity and is soluble in water at an appropriate pH. Thus, the properties of such carboxylic acids were examined, and quite large difference in acidity by about 1.5 pKa unit was found for some norbornadiene and quadricyclane derivatives. Using these substances, photocontrol of interfacial mass transfer between organic and aqueous layers has been achieved, which may lead to novel flip-flop type photochromic systems.

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Details 詳細情報について

  • CRID
    1390282680531015552
  • NII Article ID
    130004646366
  • DOI
    10.11494/kisoyuki.55.0.33.0
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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