Oleic acid was identified to catalyse bis(indolyl)methane and densely functionalized 4H-chromene, spirooxindole and spiro[indoline-3,4′-pyrano[2,3-c]pyrazole] derivative synthesis in good to excellent yields.
We synthesized an efficient dual-directional multivalent pyrenebearing azaphthalocyanine conjugate (AzaPc−pyrene) and alkyne-terminated azaphthalocyanine (AzaPc1). The ultrafast nonlinear optical characteristics of these macrocycles were studied using a near-infrared femtosecond (fs) Z-scan experiment. The results for these Pc solutions showed good nonlinear optical coefficients, low optical limiting threshold (38 mJ/cm 2 ), and a good set of figures of merit that satisfied the criteria for optical switching materials, thus proving their usefulness in photonic applications. Comparison with other phthalocyanines showed that both AzaPc−pyrene and AzaPc1 are strong nonlinear optical materials. The most important outcome of our study was a huge enhancement in the nonlinear absorption value of AzaPc−pyrene in the film phase that was up to 10 5 times greater than the corresponding values for AzaPc1 solutions; this enhancement was established using ultrafast laser irradiation-induced deformations in AzaPc−pyrene-embedded PMMA films, whereas the AzaPc1 film showed saturable absorption behavior. A promising limiting threshold of 1.5 mJ/cm 2 with very low linear absorption was achieved in the deformed pyrene-incorporated AzaPc films; this is lower than the previously reported values for highly nonlinear materials, making these materials as potential nonlinear optical materials in the near-infrared wavelength range.
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