Fluorogenic imines for fluorescent detection of Mannich-type reactions of phenols in water

Journal of Organic Chemistry

Volumn 73, Issue 10, 2008, Pages 3964-3966

  Guo, Hai Ming ^a   Minakawa, Maki ^a   Tanaka, Fujie ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DERIVATIVES; FLUORESCENCE; PHENOLS; REACTION KINETICS; WATER;

FLUORESCENT DETECTION; MANNICH-TYPE REACTIONS; PRECURSOR AMINES;

AMINES;

AMINE; ANILINE DERIVATIVE; IMINE; PHENOL; WATER;

AQUEOUS SOLUTION; ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; FLUORESCENCE; HYDROLYSIS; MANNICH REACTION; MOLECULAR INTERACTION;

AMINES; FLUORESCENCE; IMINES; MOLECULAR STRUCTURE; PHENOLS; WATER;

EID: 43449093444     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo8003293     Document Type: Article

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51. Addition products 4a, 4c, 5a, and 5c showed fluorescence in 5% DMSO/50 mM sodium phosphate, pH 6.0 or 8.0 and in 5% DMSO/50 mM Tris, pH 8.0 similar to the fluorescence observed in 5% DMSO/50 mM sodium phosphate, pH 7.0.
52. Compounds 4-6 showed fluorescence characteristic of phenols.
53. Formation of 5f was also observed in the preparative-scale reaction of 3f with 6 in the buffer.