Synthesis, Crystal Structures and Antioxidant Activities of 1,5-Diketone Derivatives

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摘要 A new transition-metal-free protocol for the synthesis of polysubstituted 1,5-diketone deriva- tives from readily available starting materials has been developed. All the compounds were confirmed by HRMS, 1H NMR and 13C NMR, and the single crystal structure of compound 4f was determined to be of triclinic system, space group P with a = 8.6515(8), b = 8.6694(10), c = 12.4985(8) Å,  = 102.152(6)°, V = 895.43(15) Å3, Dc = 1.625 g/cm3, Z = 2, F(000) = 436, (MoKα) = 1.807 mm-1, R = 0.0342 and wR = 0.0691. Furthermore, the result of antioxidation test demonstrated that compound 4a exhibited better antioxidant activity than butylated hydroxytoluene and vitamin C by the ABTS+ radical cation decolorization assay. In addition, we further studied the mechanism of the transition-metal-free catalytic multicomponent domino reaction.

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	汪煦
	董菲
	郝文凤
	周旭凯
	陈开云
	付金萍

关键词 ： 1,5-diketones, synthesis, single crystal structure, antioxidant activity

Abstract：A new transition-metal-free protocol for the synthesis of polysubstituted 1,5-diketone deriva- tives from readily available starting materials has been developed. All the compounds were confirmed by HRMS, 1H NMR and 13C NMR, and the single crystal structure of compound 4f was determined to be of triclinic system, space group P with a = 8.6515(8), b = 8.6694(10), c = 12.4985(8) Å,  = 102.152(6)°, V = 895.43(15) Å3, Dc = 1.625 g/cm3, Z = 2, F(000) = 436, (MoKα) = 1.807 mm-1, R = 0.0342 and wR = 0.0691. Furthermore, the result of antioxidation test demonstrated that compound 4a exhibited better antioxidant activity than butylated hydroxytoluene and vitamin C by the ABTS+ radical cation decolorization assay. In addition, we further studied the mechanism of the transition-metal-free catalytic multicomponent domino reaction.

Key words： 1,5-diketones synthesis single crystal structure antioxidant activity

收稿日期: 2020-02-05 出版日期: 2020-09-11

基金资助:Supported by the Youth Promotion Fund of Guangxi (2019KY0386), Guangxi Science and Technology Base and Talents Program (AD19110109) and Guangxi University of science and Technology Foundation (197309)

通讯作者: wangxu504@126.com; E-mail: wangxu504@126.com;

引用本文:

汪煦;董菲;郝文凤;周旭凯;陈开云;付金萍. Synthesis, Crystal Structures and Antioxidant Activities of 1,5-Diketone Derivatives[J]. 结构化学, 2020, 39(9): 1655-1661.
WANG Xu;DONG Fei;HAO Wen-Feng;ZHOU Xu-Kai;CHEN Kai-Yun;FU Jin-Ping. Synthesis, Crystal Structures and Antioxidant Activities of 1,5-Diketone Derivatives. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2020, 39(9): 1655-1661.

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http://manu30.magtech.com.cn/jghx/CN/ 或 http://manu30.magtech.com.cn/jghx/CN/Y2020/V39/I9/1655

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