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Azocalix[4]pyrroles: one-pot microwave and one drop water assisted synthesis, spectroscopic characterization and preliminary investigation of its complexation with copper (II)

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Abstract

Modified and advanced approach has been developed for the synthesis of meso-tetra(methyl) meso-tetra(4-hydroxy phenyl) calix[4]pyrrole, meso-tetra(methyl) meso-tetra(3, 5-dihydroxy phenyl) calix[4]pyrrole and their azo dyes using microwave irradiation. Results obtained from conventional method and microwave assisted synthesis have been compared in terms of ease, yield and time. Detailed reaction mechanism has also been discussed. The structures of all compounds were characterized based on FT-IR, 1H NMR and elemental analysis. A preliminary study on efficiency of these novel azocalix[4]pyrrole receptors towards copper (II) have been carried out by UV/Vis spectrophotometry at 25 °C which shows a distinct color change from yellow to red upon complexation.

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Acknowledgments

The authors gratefully acknowledge the financial assistance provided by CSIR, New Delhi, India to carry out this work. The authors also acknowledge CDRI (Lucknow), SAIF (IIT, Mumbai) and CSMCRI (Bhavnagar) for providing instrumental facilities and INFLIBNET, Ahmedabad for providing online journals.

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  1. Chemistry Department, School of Sciences, Gujarat University, Ahmedabad, 380009, Gujarat, India

    Vinod K. Jain & Hiren C. Mandalia

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  1. Vinod K. Jain
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Correspondence to Vinod K. Jain.

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Jain, V.K., Mandalia, H.C. Azocalix[4]pyrroles: one-pot microwave and one drop water assisted synthesis, spectroscopic characterization and preliminary investigation of its complexation with copper (II). J Incl Phenom Macrocycl Chem 63, 27–35 (2009). https://doi.org/10.1007/s10847-008-9485-6

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