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Synthesis and Spectroscopic Properties of Non-Symmetrical Benzo-Annulated Porphyrazines and Their Metal Complexes
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2002
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Optical MaterialsEngineeringOrganic ChemistryChemistryChemical EngineeringOrganic SolventsConsecutive Benzo-annulationNon-symmetrical Benzo-annulated PorphyrazinesMaterials ScienceInorganic ChemistryPhotochemistryTheir Metal ComplexesPhotochromismInorganic SynthesisOrganic Material ChemistrySpectroscopic PropertiesCoordination ComplexMolecular ComplexMetal ComplexesMolecule-based Material
New highly stable benzo-fused m-trifluoromethylphenyl porphyrazines and their complexes with Mg and In were synthesized by cross-condensation of phthalonitrile and bis(m-trifluoromethylphenyl)fumaronitrile. Their 1H and 13C NMR spectra were recorded and described. The Q- and B-bands in the UV/Vis spectra of the metal complexes show the characteristic splitting upon consecutive benzo-annulation. The strong variation of spectral features upon benzo-fusing and metallation/demetallation, as well as the good solubility of the metal complexes in organic solvents, make these materials potentially valuable for optical applications including nonlinear optics. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)