TY - JOUR
T1 - Synthesis and characterization of CuII complexes with amino acid substituted di(2-pyridyl)amine ligands
AU - Kirin, Srećko I.
AU - Yennawar, Hemant P.
AU - Williams, Mary Elizabeth
PY - 2007
Y1 - 2007
N2 - The two-step syntheses of the substituted di(2-pyridyl)amine ligands (dpa), dpa-CH2CO2H (1) and dpa-PhCO2H (2), are described. Ligands 1 and 2 are successfully coupled to the amino acid phenylalanine, yielding the derivatives 4 and 6, respectively. Four Cu II(dpa)2 complexes, [Cu(dpa-CH2CO 2tBu)2(NO3)2] (3Cu), [Cu(dpa-CH2CO-PheOMe)2(H2O)2] (NO3)2·2MeOH (4Cu), [Cu(dpa-PhCO 2Me)2 (MeOH)2](ClO4)2 (5Cu) and [Cu(dpa-PhCO-PheOMe)2(ClO4) 2] (6Cu) have been prepared and characterized, including their single crystal X-ray structures. Fluorescence emission at UV (for 3 and 4) or blue (for 5 and 6) wavelengths of the free ligands is preserved in the corresponding Cu complexes, although with lower intensity. X-band EPR spectra of 4Cu and 6Cu both revealed one axial CuII signal with hyperfine and superhyperfine splittings. Complexes 4Cu and 6Cu are chiral inorganic complexes with amino acid bioconjugates that may serve as nucleoside analogs in modified peptide nucleic acids (PNA).
AB - The two-step syntheses of the substituted di(2-pyridyl)amine ligands (dpa), dpa-CH2CO2H (1) and dpa-PhCO2H (2), are described. Ligands 1 and 2 are successfully coupled to the amino acid phenylalanine, yielding the derivatives 4 and 6, respectively. Four Cu II(dpa)2 complexes, [Cu(dpa-CH2CO 2tBu)2(NO3)2] (3Cu), [Cu(dpa-CH2CO-PheOMe)2(H2O)2] (NO3)2·2MeOH (4Cu), [Cu(dpa-PhCO 2Me)2 (MeOH)2](ClO4)2 (5Cu) and [Cu(dpa-PhCO-PheOMe)2(ClO4) 2] (6Cu) have been prepared and characterized, including their single crystal X-ray structures. Fluorescence emission at UV (for 3 and 4) or blue (for 5 and 6) wavelengths of the free ligands is preserved in the corresponding Cu complexes, although with lower intensity. X-band EPR spectra of 4Cu and 6Cu both revealed one axial CuII signal with hyperfine and superhyperfine splittings. Complexes 4Cu and 6Cu are chiral inorganic complexes with amino acid bioconjugates that may serve as nucleoside analogs in modified peptide nucleic acids (PNA).
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U2 - 10.1002/ejic.200700273
DO - 10.1002/ejic.200700273
M3 - Article
AN - SCOPUS:34548058392
SN - 1434-1948
SP - 3686
EP - 3694
JO - European Journal of Inorganic Chemistry
JF - European Journal of Inorganic Chemistry
IS - 23
ER -