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Naphthaldehyde–Urea/Thiourea Conjugates as Turn‐On Fluorescent Probes for Al 3+ Based on Restricted C=N Isomerization
Author(s) -
Maity Debabrata,
Govindaraju T.
Publication year - 2011
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201100772
Subject(s) - chemistry , thiourea , isomerization , acetonitrile , schiff base , urea , fluorescence , turn (biochemistry) , metal , conjugate , condensation reaction , medicinal chemistry , photochemistry , polymer chemistry , inorganic chemistry , catalysis , organic chemistry , mathematical analysis , biochemistry , physics , mathematics , quantum mechanics
We have synthesized naphthaldehyde–carbonohydrazone (NC) and naphthaldehyde–thiocarbonohydrazone (NTC) Schiff base ligands by the condensation reaction of 2‐hydroxy naphthaldehyde with urea and thiourea, respectively. Both these Schiff base ligands show blue turn‐on fluorescence in the presence of aluminum(III), as a result of a restricted C=N isomerization mechanism. Aluminum(III) can be detected in the presence of most of the competing metal ions by using NC and NTC. The association constant (log K a ) of NC and NTC for Al 3+ in acetonitrile was calculated to be 14.5 and 14.1, respectively.