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Volumn 45, Issue 19, 2004, Pages 3779-3782

Chemiluminescent decomposition of a dioxetane bearing a 3-(1-cyanoethenyl)phenyl moiety induced by Michael addition of an anion of malonate

Author keywords

Chemiluminescence; Cyclopropanation; Dioxetane; Michael addition

Indexed keywords

ALKANE DERIVATIVE; ANION; BENZYL DERIVATIVE; DIOXETANE; MALONIC ACID; PHENYL GROUP; UNCLASSIFIED DRUG;

EID: 1842850685     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.03.086     Document Type: Article
Times cited : (7)

References (17)
  • 3
    • 0013270761 scopus 로고    scopus 로고
    • Mechanism in Chemiluminescence and Bioluminescence-Unfinished Business
    • J.W. Hastings, L.J. Kricka, & P.E. Stanley. NY: Wiley
    • McCapra F. Mechanism in Chemiluminescence and Bioluminescence-Unfinished Business. Hastings J.W., Kricka L.J., Stanley P.E. Bioluminescence and Chemiluminescence. 1996;7-15 Wiley, NY.
    • (1996) Bioluminescence and Chemiluminescence , pp. 7-15
    • McCapra, F.1
  • 12
    • 1842868833 scopus 로고    scopus 로고
    • note
    • 3 Na: C, 72.82; H, 7.40; N, 4.47. Found: C, 72.52; H, 7.80; N, 4.17.
  • 14
    • 1842868831 scopus 로고    scopus 로고
    • note
    • - system gave no expected ketoester, namely, 2,2,4,4-tetramethyl-3-oxopentyl 3-(2-tert-butoxy-1-cyanoethyl)benzoate, but 2,2,4,4-tetramethyl-3-oxopentyl 3-(1-cyanoethenyl)benzoate (14%) and a polymeric ketoester. In this case, an initially produced adduct of a t-butoxide to 1-cyanoethenyl moiety would remove easily a t -butoxide to regenerate a cyanoethenyl moiety.
  • 17
    • 1842846892 scopus 로고    scopus 로고
    • note
    • - under the conditions using a large excess of the base as described here.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.