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SnCl_2·2H_2O催化下H_2O_2对2-金刚烷酮的Baeyer-Villiger氧化 被引量：5

Baeyer-Villiger oxidation of 2-adamantanone with hydrogen peroxide catalyzed by SnCl_2·2H_2O
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摘要 以SnCl2.2H2O为催化剂,质量分数为30%的H2O2为氧化剂,催化氧化2-金刚烷酮得到相应的内酯,选择性高达100%,通过柱层析分离产物,并进行NMR表征.考察了溶剂、反应温度、催化剂用量、反应时间对催化剂催化活性及产物选择性的影响,简单探讨了该催化氧化体系的反应机理. 2-adamantanone is oxidized by hydrogen peroxide catalyzed by SnCl2·2H2O, affording the corresponding lactone with the selectivity of 100%. The lactone is separated by column chromatography and subjected to NMR analysis. The influence of the solvents, reaction temperature, the amount of catalyst used as well as the reaction time on the catalytic activity and product selectivity are well investigated. The Baeyer-Villiger oxidation mechanism of 2-adamantanone catalyzed by SnCl2·2H2O is simply discussed.
作者 王甲琴 王韧韧 李翠林 杨志旺 雷自强
机构地区 西北师范大学化学化工学院甘肃省高分子材料重点实验室
出处 《西北师范大学学报（自然科学版）》 CAS 2007年第5期67-70,共4页 Journal of Northwest Normal University(Natural Science)
基金 国家自然科学基金资助项目(20474052)
关键词 2-金刚烷酮 BAEYER-VILLIGER氧化 SnCl2.2H2O 30%H2O2 2-adamantanone Baeyer-Villiger oxidation SnCl2·2H2O 30% H2O2
分类号 O621.254 [理学—有机化学]
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参考文献9

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同被引文献65

  • 1赵继全,尹晓华,张月成.甲基三氧化铼催化过氧化氢对烯烃的环氧化[J].河北工业大学学报,2013,42(1):36-44. 被引量：2
  • 2李秀荣,毛建新,徐羽展,项波卡,郑小明.Baeyer-Villiger氧化反应催化体系的研究新进展[J].石油化工,2004,33(7):684-689. 被引量：4
  • 3但东明,李庆廷,贺继欣,张志浩,肖友检.二氢猕猴桃内酯的合成及其对卷烟香气的作用[J].香料香精化妆品,2006(4):4-6. 被引量：14
  • 4丁才蓉,王冰,杨国伟,汪河洲.催化剂对热蒸发法生长SnO_2纳米晶体质量的影响及其发光光谱研究[J].物理学报,2007,56(3):1775-1778. 被引量：2
  • 5BEAUHAIRE J, DUCROT P H. On the regioselectivity of the Baeyer-Villiger reaction of 2,6- dialkyl cyclohexanones: application to the synthesis of sordidin, a male pheromone emitted by cosmopolites sordidus[J]. BioorgMed Chem, 1996, 4(3) : 413-418.
  • 6COOK G R, BEHOLZ L G, STILLE J R. Construction of hydroxylated alkaloids (± ) - mannonolactam, (±) - deoxymannojirimycin, and (±)-prosopinine through aza-annulation[J]. J Org Chem, 1994, 59(13): 3575-3584.
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  • 8WATANABE A, UCHIDA T, ITO K, et al. Highly enantioselective Baeyer- Villiger oxidation using Zr(salen)complex as catalyst[J]. Tetrahedron Lett Pergamon, 2002, 43: 4481-4485.
  • 9UENO S, EBITANI K, OOKUBO A, et al. The active sites in the heterogeneous Baeyer- Villiger oxidation of cyelopentanone by hydrotalcite catalysts [J].ApplSurfSci, 1997, 121: 366-371.
  • 10STEFFEN R A, TEIXEIRA S, SEPULVEDA J, et al. Alumina-catalyzed Baeyer-Villiger oxidation of cyclohexanone with hydrogen peroxide[J]. J Mol Catal A: Chem, 2008, 287: 41-44.

引证文献5

二级引证文献6

西北师范大学学报（自然科学版）
2007年 第5期

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