2009
DOI: 10.1021/jp901919u
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An EFISH, Theoretical, and PGSE NMR Investigation on the Relevant Role of Aggregation on the Second Order Response in CHCl3 of the Push−Pull Chromophores [5-[[4′-(Dimethylamino)phenyl]ethynyl]-15-[(4′′-nitrophenyl)ethynyl]-10,20-diphenylporphyrinate] M(II) (M = Zn, Ni)

Abstract: This work has produced experimental and theoretical evidence for the independence, on the nature of the metal, of the second order NLO response of [5-[[4′-(dimethylamino)phenyl]ethynyl]-15-[(4′′-nitrophenyl)ethynyl]-10,20-diphenylporphyrinate]M(II) NLO chromophores (M = Zn, Ni). EFISH measurements, carried out at a nonresonant 1.907 μm incident wavelength and at variable concentrations in CHCl3 or in a polar and donor solvent such as DMF or by addition of an excess of pyridine to a CHCl3 solution, have shown, … Show more

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Cited by 23 publications
(52 citation statements)
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“…A significant solvent effect had already been reported by some of us [27] for Zn II porphyrins similar to 33, carrying a -NO 2 group instead of -COOH group, for which only a J hh aggregation was evidenced, involving acid-base interaction between the basic -NMe 2 group and the Zn II acid center of another adjacent chromophore (Figure 4).…”
Section: The Effect Of Aggregationmentioning
confidence: 57%
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“…A significant solvent effect had already been reported by some of us [27] for Zn II porphyrins similar to 33, carrying a -NO 2 group instead of -COOH group, for which only a J hh aggregation was evidenced, involving acid-base interaction between the basic -NMe 2 group and the Zn II acid center of another adjacent chromophore (Figure 4).…”
Section: The Effect Of Aggregationmentioning
confidence: 57%
“…In 2007 De Angelis et al [26] reported the results of a theoretical investigation based on Density Functional Theory (DFT) and Hartree-Fock (HF) calculations on the linear and second order NLO response of Zn II , Cu II , and Ni II complexes reported in Figure 1, showing that, different from what was experimentally reported [6, 7,9], the second order NLO response of such systems is barely affected by the nature of the metal. This conclusion was confirmed in 2009, by a series of different experimental techniques and theoretical Time Dependent Density Functional Theory (TD-DFT) and coupled perturbed HF (CP-HF) calculations [27].…”
Section: The Role Of the Metalmentioning
confidence: 82%
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“…For instance, we evidenced a significant solvent effect on the second-order NLO response in CHCl 3 solution for the well-investigated 5,15-push–pull meso -diaryl Zn II porphyrin chromophore carrying a -NO 2 group as acceptor and a −NMe 2 group as donor, whose nature may control the intermolecular acid–base J aggregation between the basic −NMe 2 group of one chromophore and the Zn II acid center of another. 17 …”
Section: Introductionmentioning
confidence: 99%
“…The NLO response of porphyrin-based chromophores has been extensively investigated surveying traditional substitution patterns as for meso [14][15][16][17][18] and β-pyrrolic [19][20][21] push-pull arranged systems. The substituents position, the effect of the central metal atom, the solvent acidity, and the influence of aggregates formation have been thoroughly studied in such systems.…”
Section: Introductionmentioning
confidence: 99%