Design and Synthesis of CIFEL-type Dioxetanes as a Highly Efficient Chemiluminescent Substrate

• Matsumoto Masakatsu

  Department of Chemistry, Faculty of Science, KanagawaUniversity

Bibliographic Information

Other Title

• ＣＩＥＥＬ型高効率化学発光基質の設計と合成
• CIEELガタ コウコウリツ カガク ハッコウキシツ ノ セッケイ ト ゴウセイ

Abstract

Simple 1, 2-dioxetanes generate mainly triplet-excited carbonyl fragments on thermal decomposition, whereas dioxetanes substituted with an aromatic electron donor display intramolecular chemically initiated electron exchange luminescence (CIEEL), in which an electron transfer from an electron donor to the dioxetane ring occurs to induce its decomposition, emitting light. After the discovery of an adamantylidenedioxetane bearing a 3-siloxyphenyl moiety, a wide variety of CIEEL-active dioxetanes have been synthesized and examined with a view to understanding chemiluminescent and biloluminescent mechanisms and applying these reactions to modern biological analysis. We describe here our study on design and synthesis of new CIEEL-type dioxetanes emitting light with high efficiency and also discuss the chemiexcitation process in the intramolecular CIEEL in aqueous system as well as in aprotic medium.

Journal

• Journal of Synthetic Organic Chemistry, Japan

  Journal of Synthetic Organic Chemistry, Japan 61 (6), 595-604, 2003

  The Society of Synthetic Organic Chemistry, Japan

Keywords

• CIEEL
• electron transfer
• chemiluminescence
• 1, 2-dioxetane
• chemiexcitation

Details

• CRID: 1390001205311762048
• NII Article ID: 10011906505
• NII Book ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.61.595
• COI: 1:CAS:528:DC%2BD3sXksF2ltr8%3D
• ISSN: 18836526
• ISSN: 00379980
• NDL BIB ID: 6612948
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I6612948
• Text Lang: ja
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed