Inorganic Chemistry, volume 48, issue 23, pages 11176-11186
Synthesis, structure, and photophysical characterization of blue-green luminescent zinc complexes containing 2-iminophenanthropyrrolyl ligands.
1
Centro de Química Estrutural, Departamento de Engenharia Química e Biológica, Instituto Superior Técnico, Av. Rovisco Pais, 1049-001 Lisboa, Portugal
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Publication type: Journal Article
Publication date: 2009-10-28
Journal:
Inorganic Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 4.6
ISSN: 00201669, 1520510X
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
New 2-iminophenanthro[9,10-c]pyrrole ligand precursors containing phenyl or 2,6-diisopropylphenyl groups at the imine nitrogen substituent, 2-arylformiminophenanthro[9,10-c]pyrroles (aryl = phenyl IIa, 2,6-diisopropylphenyl IIb) were synthesized and deprotonated in situ with NaH, originating solutions of the corresponding sodium salts (IVa, IVb). The reaction of these salts with zinc chloride gave the homoleptic bis-ligand Zn(II) complexes [Zn(kappa(2)N,N'-2-arylformiminophenanthro[9,10-c]pyrrolyl)(2)] (aryl = phenyl 2a, 2,6-diisopropylphenyl 2b). The new ligand precursors and complexes were characterized by NMR, elemental analysis, UV/vis spectroscopy, and X-ray crystallography, when possible. The photophysical characterization was carried out using steady-state and picosecond time-resolved luminescence techniques in solution. The influence of the pi-extended conjugation of the condensed phenanthro group on the deprotonated iminopyrrolyl ligands coordinated to Zn(2+) greatly enhances fluorescence quantum yields of the complexes (2a, 2b) in relation to those of their ligand precursors (IIa, IIb). Complex 2a shows emission in the green spectral region (lambda(max) = 494 nm), presenting the highest fluorescence quantum yield (phi(f) = 8.8%). In the case of the complex 2b (phi(f) = 3.9%), the bulkiness of the 2,6-diisopropyl substituents of the arylimino group highly restricts the aryl ring rotation toward coplanarity with the ligand framework, inducing a shift in the emission to the blue region (lambda(max) = 459 nm). The values of the radiative (k(f)) and radiationless rate constants (k(nr)) show that the fluorescence quantum yield enhancement in the complexes results from a 50-fold increase in k(f) values, indicating much more allowed pi-pi* transitions in complexes 2a and 2b than those occurring in the ligand precursors IIa and IIb, with an essentially n-pi* character. These assignments were confirmed by density-functional theory (DFT) and time-dependent DFT (TD-DFT) molecular orbital calculations. Simple 2-aryliminopyrrole ligand precursors (Ia, Ib) and their Zn(II) complexes (1a, 1b) were also prepared to compare their photophysical properties with those of the corresponding 2-aryliminophenanthro[9,10-c]pyrrolyl compounds.
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Gomes C. S. B. et al. Synthesis, structure, and photophysical characterization of blue-green luminescent zinc complexes containing 2-iminophenanthropyrrolyl ligands. // Inorganic Chemistry. 2009. Vol. 48. No. 23. pp. 11176-11186.
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Gomes C. S. B., Gomes P., Duarte M. J., Di Paolo R., Maçanita A. L., Rijo P. Synthesis, structure, and photophysical characterization of blue-green luminescent zinc complexes containing 2-iminophenanthropyrrolyl ligands. // Inorganic Chemistry. 2009. Vol. 48. No. 23. pp. 11176-11186.
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TY - JOUR
DO - 10.1021/ic901519s
UR - https://doi.org/10.1021%2Fic901519s
TI - Synthesis, structure, and photophysical characterization of blue-green luminescent zinc complexes containing 2-iminophenanthropyrrolyl ligands.
T2 - Inorganic Chemistry
AU - Gomes, Clara S. B.
AU - Gomes, P.T.
AU - Duarte, M. Jazmin
AU - Di Paolo, R.E
AU - Maçanita, António L.
AU - Rijo, Patrícia
PY - 2009
DA - 2009/10/28 00:00:00
PB - American Chemical Society (ACS)
SP - 11176-11186
IS - 23
VL - 48
SN - 0020-1669
SN - 1520-510X
ER -
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@article{2009_Gomes,
author = {Clara S. B. Gomes and P.T. Gomes and M. Jazmin Duarte and R.E Di Paolo and António L. Maçanita and Patrícia Rijo},
title = {Synthesis, structure, and photophysical characterization of blue-green luminescent zinc complexes containing 2-iminophenanthropyrrolyl ligands.},
journal = {Inorganic Chemistry},
year = {2009},
volume = {48},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021%2Fic901519s},
number = {23},
pages = {11176--11186},
doi = {10.1021/ic901519s}
}
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Gomes, Clara S. B., et al. “Synthesis, structure, and photophysical characterization of blue-green luminescent zinc complexes containing 2-iminophenanthropyrrolyl ligands..” Inorganic Chemistry, vol. 48, no. 23, Oct. 2009, pp. 11176-11186. https://doi.org/10.1021%2Fic901519s.