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Volumn 76, Issue 3, 2011, Pages 902-908

Intramolecular Charge-Transfer-Induced Decomposition Promoted by an Aprotic Polar Solvent for Bicyclic Dioxetanes Bearing a 4-(Benzothiazol-2-yl)-3- hydroxyphenyl Moiety

Author keywords

[No Author keywords available]

Indexed keywords

APROTIC POLAR SOLVENTS; DIOXETANES; ENTHALPY OF ACTIVATION; ENTROPY OF ACTIVATION; HYDROGEN BONDINGS; INTRAMOLECULAR CHARGE TRANSFERS; KETO ESTER; N-METHYLPYRROLIDONE; NEGATIVE VALUES; SOLVENT MOLECULES;

EID: 79851505112     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo1021822     Document Type: Article
Times cited : (34)

References (56)
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    • The chemiluminescent (CLdecomposition of dioxetanes bearing an aromatic electron donor has been proposed to proceed via the intramolecular CIEEL (chemically initiated electron exchange luminescencemechanism 1 3,5 where an initially formed radical ion pair is annihilated by back electron transfer (BETto give an excited aromatic carbonyl compound. However, the question of whether such a CL reaction includes BET as a fundamental process is still being argued and remains unclear.6,7 Therefore, we have recently been using the term CTID, which includes CIEEL and other CT-induced mechanisms
    • The chemiluminescent (CLdecomposition of dioxetanes bearing an aromatic electron donor has been proposed to proceed via the intramolecular CIEEL (chemically initiated electron exchange luminescencemechanism, 1,3,5 where an initially formed radical ion pair is annihilated by back electron transfer (BETto give an excited aromatic carbonyl compound. However, the question of whether such a CL reaction includes BET as a fundamental process is still being argued and remains unclear.6,7 Therefore, we have recently been using the term CTID, which includes CIEEL and other CT-induced mechanisms.
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    • Part of this work has been reported as a preliminary communication.10
    • Part of this work has been reported as a preliminary communication.10
  • 43
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    • FCL was estimated based on the value 0.29 for the chemiluminescent decomposition of 3-adamantylidene-4-(3-tert-butyldimethylsiloxyphenyl)- 4-methoxy-1,2-dioxetane in a TBAF/DMSO system.13
    • FCL was estimated based on the value 0.29 for the chemiluminescent decomposition of 3-adamantylidene-4-(3-tert-butyldimethylsiloxyphenyl)- 4-methoxy-1,2-dioxetane in a TBAF/DMSO system.13
  • 49
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    • max CL=492 nm andFCL= 0.27-0.28 in a TBAF/acetonitrile system.11
    • max CL=492 nm andFCL= 0.27-0.28 in a TBAF/acetonitrile system.11
  • 52
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    • max CL=498nmdue to 6c and/or SPD of 3c
    • max CL=498nmdue to 6c and/or SPD of 3c.
  • 53
    • 79851502582 scopus 로고    scopus 로고
    • When 3 is treated with a large excess of TBAF in acetonitrile or NMP, 5 would be exclusively produced
    • When 3 is treated with a large excess of TBAF in acetonitrile or NMP, 5 would be exclusively produced.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.