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Volumn 3, Issue 12, 1997, Pages 2011-2024

Enantioselective cathodic reduction of 4-methylcoumarin: Dependence of selectivity on reaction conditions and investigation of the mechanism

Author keywords

Enantioselective protonations; Kinetics; Quantum chemical calculations; Reductions; Voltammetry

Indexed keywords


EID: 0031446505     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.19970031216     Document Type: Article
Times cited : (24)

References (71)
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    • -1;
    • -1;
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    • note
    • 0(HC1)≥10mM (pH 2) was necessary to obtain a comparable excess of protons (pseudo-first-order conditions). The use of buffer was avoided to prevent complications due to additional salts.
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    • p = - 0.85 V. In the presence of alkaloid, the reduction peak at -0.85 V disappears, whilst the peak current of that at -0.58 V doubles. This behavior indicates that the enol radical is tautomerized by the alkaloid to the more easily reducible keto radical
    • p = - 0.85 V. In the presence of alkaloid, the reduction peak at -0.85 V disappears, whilst the peak current of that at -0.58 V doubles. This behavior indicates that the enol radical is tautomerized by the alkaloid to the more easily reducible keto radical.
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    • note
    • - reflects the different energies of these two tautomeric species.
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    • Details of the quantum chemical calculations (MOPAC and VAMP archive entries) are available from E.-U. Würthwein upon request
    • Details of the quantum chemical calculations (MOPAC and VAMP archive entries) are available from E.-U. Würthwein upon request.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.