2003
DOI: 10.1002/chem.200305041
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Synthesis, Structure, and Spectroscopy of Phenylacetylenylene Rods Incorporating meso‐Substituted Dipyrrin Ligands

Abstract: The synthesis, structure, and spectroscopic characterization of a series of phenylacetylenylene rodlike molecules containing dipyrromethene (dipyrrin) ligands are described. The combination of the phenylacetylenylene groups with the porphyrinogenic dipyrrin moieties results in a rich absorption spectroscopy for these compounds, although the fluorescence of the phenylacetylenylene moiety is quenched by presence of the dipyrrin chelator. The Cu(2+) and Fe(3+) complexes of these ligands have been prepared and thr… Show more

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Cited by 71 publications
(83 citation statements)
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“…For example, Cohen et al showed infinite coordination networks based on dipyrrin derivatives in the solid state (Figure 2a). [12] Lindsey et al reported dipyrrin metal complexes as bridging units for energy transfer systems consisting of porphyrins (Figure 2b). [13] Apart from these studies, the author has also attempted to form coordination oligomers to yield nanoscale spherical architectures and discrete coordination macrocycles by using dimeric dipyrrin derivatives.…”
Section: Introductionmentioning
confidence: 97%
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“…For example, Cohen et al showed infinite coordination networks based on dipyrrin derivatives in the solid state (Figure 2a). [12] Lindsey et al reported dipyrrin metal complexes as bridging units for energy transfer systems consisting of porphyrins (Figure 2b). [13] Apart from these studies, the author has also attempted to form coordination oligomers to yield nanoscale spherical architectures and discrete coordination macrocycles by using dimeric dipyrrin derivatives.…”
Section: Introductionmentioning
confidence: 97%
“…With regard to coordinating ligands, dipyrrins (dipyrromethenes), as partial structures of bile pigments consisting of two pyrroles with an sp 2 meso position, are essential π-conjugated bidentate monoanionic ligands for metal ions in natural and artificial systems. [11][12][13] Multitopic dipyrrin derivatives are promising scaffolds for self-assemblies and would provide neutral coordination oligomers, which, in combination with various spacer units, could be used to fabricate supramolecular structures and fine-tuned nanoscale morphologies by means of bridging metal cations. For example, Cohen et al showed infinite coordination networks based on dipyrrin derivatives in the solid state (Figure 2a).…”
Section: Introductionmentioning
confidence: 99%
“…Dipyrromethenes (dipyrrins) generate fully conjugated, flat monoanionic ligands that coordinate to metal ions to form stable mononuclear complexes [1][2][3][4][5][6][7] with a variety of interesting architectures including discrete helicates [8][9][10][11][12][13][14][15] and coordination polymers [16][17][18][19][20]. Bis(dipyrromethene)s, consisting of two dipyrromethene units joined through a linker, form either dinuclear double-helicates or mononuclear helicates, depending upon the length and conformational preferences of the linker and the coordination geometry preferences of the metal ion [11].…”
Section: Introductionmentioning
confidence: 99%
“…Herein, we report the synthesis of a self-assembling, self-complementary metal complex that forms a supramolecular hexagon and a double-helical coordination polymer within a single crystalline lattice. Furthermore, it is proposed that aggregation of fluorine substituents is a key feature in directing the formation of this surprising example of supramolecular assembly.We have previously described heteroleptic copper(ii) complexes with dipyrromethene (dipyrrin) ligands [8] that can form self-complementary, one-dimensional "zig-zag" coordination polymers.[9] These complexes consist of square-planar copper(ii) centers bound by one dipyrrin ligand and one acetylacetonate (acac) ligand. The dipyrrin ligand features a second donor site (pyridyl nitrogen atom) that coordinates to the axial position of a neighboring copper(ii) center, thereby generating an extended structure.…”
mentioning
confidence: 99%