9-Adamantylidene-10-alkyl-9,10-dihydroacridine oxide as a novel and potential chemiluminescent precursor: Proximity effect of the nitrogen atom

Tetrahedron Letters

Volumn 38, Issue 22, 1997, Pages 3967-3970

  Imanishi, Takeshi ^a   Ueda, Yohko ^a   Minagawa, Masatoshi ^a   Hoshino, Nobuhiro ^b   Miyashita, Kazuyuki ^a  

^a OSAKA UNIVERSITY   (Japan)

^b Iatron Laboratories Inc   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

9 ADAMANTYLIDENE 10 ALKYL 9,10 DIHYDRO ACRIDINE OXIDE DERIVATIVE; ACRIDINE DERIVATIVE; ADAMANTANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHEMOLUMINESCENCE; SYNTHESIS;

EID: 0030915351     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00791-0     Document Type: Article

References (25)

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16. 29NO: C, 85.88; H, 6.97; N, 3.34. Found: C, 85.85; H, 6.98; N, 3.30.
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18. -7 M, 0.10 ml), and HCl (0.025-0.2 M, 0.10 ml) was added to the reaction mixture after 25 sec. Light emission was monitored for 120 sec on a photon counter (Berthold Lumat LB 9501).
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24. 3N makes the decomposition by a CIEEL mechanism the main pathway, additionally, it might activate the hydroxy group of the β-hydroxyalkyl perester to form the dioxetane.
25. Decomposition of 1,2-dioxetanes having an acridane moiety was reported to proceed via a CIEEL procedure: Lee, C.; Singer, L. A. J. Am. Chem. Soc. 1980, 102, 3823-3829.