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HB催化合成乙酸正龙脑酯的研究

The Study on HB Catalysed Synthesis of Bornyl Ester

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【作者】 郑康成林森树符圣和詹必增

【Author】 Zheng KangchengDepartment of Chemistry, Zhongshan University, Guangzhou 510275 Lin Senshu Fu Shenghe Zhan Bizeng

【机构】 中山大学化学系

【摘要】 对α-蒎烯在硼酸类催化剂体系下与无水乙酸作用合成乙酸正龙脑酯的影响因素进行了研究,筛选出高选择性及高产率的合成条件,并通过与非催化实验结果比较,提出在HB类催化剂体系下,溶液形成酸性络合物HB(AcO4),在α-蒎烯与无水乙酸的亲电加成反应中,提供活性H+离子和B(AcO)4-络负离子,影响和制约着经典离子作用和非经典离子作用两种内在的反应机理,从而影响和制约着扩环与开环反应之间、酯化和异构化之间的竞争,使α-蒎烯与无水乙酸作用形成乙酸正龙脑酯的反应活性和选择性得到提高,并提出HB催化剂体系的络合催化机理

【Abstract】 In this paper, the various effects influencing activity and selectivity of catalytic esterification reaction of α pinene with acetic acid to form bornyl ester, including temperature, time, co catalyst, solvent and anion effect etc., have been studied. The better synthesis conditions in ordor to obain high yicld of bornyl ester is also given. The complex catalysis mechanism is presented that an acidic complex compound HB(AcO) 4 forms in HB solution system. It is the complex compound that affords active H + and B(AcO) - 4 in the solution, which influenecs the two distinet reaction mechanisms (ionizing and non ionizing) and controls the competitions between ring enlarging and ring opening reactions, between esterification and isomerization, so that the activity and selectivity in the formation of bornyl ester from α pinene and acetic acid are greatly improved. For all these results, the satisfied mechanistic explanations have been given.

  • 【文献出处】 中山大学学报(自然科学版) ,ACTA SCIENTIARUM NATURALIUM UNIVERSITATIS SUNYATSENI , 编辑部邮箱 ,1996年04期
  • 【分类号】O643.3
  • 【被引频次】3
  • 【下载频次】152
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