Direct C-C coupling of acetone at alpha-position into 2,5-hexanedione induced by photochemical oxidation dehydrogenation

Direct C-C coupling of acetone at alpha-position into 2,5-hexanedione induced by photochemical oxidation dehydrogenation
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光化学氧化脱氢诱导丙酮α位直接C-C偶联生成2,5-己二酮

DOI:
10.1039/c7nj01024a
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发表时间:
2017
影响因子:
3.3
通讯作者:
Zhu Zhenping
Zhu Zhenping
中科院分区:
化学3区
文献类型:
--
作者:
Liu Haozhen;Wang Zhijian;Zhang Hongxia;Li Li;Li Na;Wu Minghong;Chen Jiazang;Zhu Zhenping

文献摘要

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通过丙酮在α位的脱氢偶联,实现了简单的碳-碳键的形成。在H_2O_2/紫外光体系中,丙酮α-C-H键选择性断裂生成的丙酮基发生了C-C偶联反应。通过调节过氧化氢的瞬时浓度,实现了丙酮的直接C-C偶联反应。2,5-己二酮的选择性和生成率分别达到67.4%和8.6mmolh−1。
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.