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Issue 12, 2017
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Direct C–C coupling of acetone at α-position into 2,5-hexanedione induced by photochemical oxidation dehydrogenation

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Abstract

Facile carbon–carbon bond formation was achieved through the dehydrogenation coupling of acetone at the α-position. Using the H2O2/UV-light system, the acetonyl radicals that were formed from the selective cleavage of the α-C–H bond of acetone underwent a C–C coupling reaction. By modulating the instantaneous concentration of hydrogen peroxide, the direct C–C coupling of acetone was achieved. Moreover, the selectivity and generation rate of 2,5-hexanedione reached 67.4% and 8.6 mmol h−1, respectively.

Graphical abstract: Direct C–C coupling of acetone at α-position into 2,5-hexanedione induced by photochemical oxidation dehydrogenation

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Publication details

The article was received on 28 Mar 2017, accepted on 05 May 2017 and first published on 08 May 2017


Article type: Letter
DOI: 10.1039/C7NJ01024A
Citation: New J. Chem., 2017,41, 4750-4753
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    Direct C–C coupling of acetone at α-position into 2,5-hexanedione induced by photochemical oxidation dehydrogenation

    H. Liu, Z. Wang, H. Zhang, L. Li, N. Li, M. Wu, J. Chen and Z. Zhu, New J. Chem., 2017, 41, 4750
    DOI: 10.1039/C7NJ01024A

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