Synthesis of 3,3-diisopropyl-4-methoxy-4-(siloxy-2-naphthyl)-1,2-dioxetanes and their F −-induced chemiluminescent decomposition

• Published in: Tetrahedron Vol. 55; no. 22; pp. 6831 - 6840
• Main Authors: Watanabe, Nobuko, Kobayashi, Hisako, Azami, Mitsunori, Matsumoto, Masakatsu
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 28.05.1999; Elsevier
• Subjects: 2-dioxetane; 3-(2-naphtyl)-1; Chemistry; Chemistry, Organic; CIEEL; odd/even relationship; Physical Sciences; Science & Technology; 2-dioxetane; odd/even relationship; CIEEL; 3-(2-naphtyl)-1; odd even relationship; LOW-VALENT TITANIUM; CHEMI-LUMINESCENCE; SUBSTITUTED DIOXETANES; 1,2-DIOXETANES; 3-(2-naphtyl)-1,2-dioxetane; ELECTRON-EXCHANGE LUMINESCENCE
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/S0040-4020(99)00336-1

Six isomeric 3,3-diisopropyl-4-methoxy-4-(siloxy-2-naphthyl)-1,2-dioxetanes ( 3) were synthesized and their F −-induced chemiluminescencent decomposition were examined in DMSO. The ‘ odd/even’ relationship in Φ CL holds for all the dioxetanes ( 3). On the other hand, the ‘ odd/even’ relationship in emission half-lives t 1 2 is observed for dioxetanes ( 3c–3f) with a trigger on the ring B but not for dioxetanes ( 3a and 3b) with a trigger on the ring A. Six isomeric naphthyldioxetanes ( 1) were synthesized and their F -induced chemiluminescencent decomposition were examined in DMSO.