Efficient aerobic photooxygenation of aldehydes to carboxylic acids using cobalt(II) phthalocyanine sulfonate as a photosensitizer in organic-water biphasic media

Abstract

The aerobic oxidation of a variety of aromatic aldehydes to the corresponding carboxylic acids by molecular oxygen in the presence of 4-carboxyl tetraphenylporphyrin (H2TCPP), methylene blue (MB), cobalt(II) phthalocyanine sulfonate (CoPcS) and FeTCPPCl as water-soluble photosensitizers in organic-water biphasic media at room temperature under either visible light or sunlight is described. The products were obtained with 25–100% conversion and 100% selectivity. This method has a wide range of applicabilities, has a straightforward workup procedure, is chemoselective and proceeds under mild reaction conditions. The resulting products were obtained in good yields in reasonable times.

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Acknowledgements

Financial support of this work by Iran National Science Foundation (INSF) no. 96005616, and Research Council of Kharazmi University are gratefully acknowledged.

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Correspondence to Mahdi Hajimohammadi.

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Hajimohammadi, M., Ahmadi Khamesi, Z. & Nosrati, P. Efficient aerobic photooxygenation of aldehydes to carboxylic acids using cobalt(II) phthalocyanine sulfonate as a photosensitizer in organic-water biphasic media. Transit Met Chem 44, 167–173 (2019). https://doi.org/10.1007/s11243-018-0281-x

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