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2,2-(2,2'-4(S)-苯基-4,5-二氢(噁)唑啉基)丙烷金属络合物对硝酮环加成反应的催化作用
引用本文:丁治国,刘波,由君.2,2-(2,2''''-4(S)-苯基-4,5-二氢(噁)唑啉基)丙烷金属络合物对硝酮环加成反应的催化作用[J].化学与粘合,2006,28(4):214-217.
作者姓名:丁治国  刘波  由君
作者单位:哈尔滨理工大学化学与环境工程学院,黑龙江哈尔滨150080
摘    要:研究了手性双噁唑啉配体2,2-(2,2’-4(S)-苯基-4,5-二氢噁唑啉基)丙烷(5)与铜或锌的配合物对二苯基硝酮(8)与3-((E)-2-丁烯酰基)-1,3-噁唑烷-2-酮(6)和2,3-二氢呋喃(7)两种烯烃的环加成反应的催化效果。研究结果表明,双噁唑啉金属络合物对硝酮的环加成反应有较好的催化作用,表现在反应速度的提高和立体选择性的改变。比较而言,(5)与铜的配合物具有更好的催化作用。使用二氯亚砜作为氯化试剂对双噁唑啉(5)的合成方法进行了合理的改进,使产率由69.7%提高到89%。

关 键 词:双(噁)唑啉  1  13-偶极环加成反应  金属络合物  立体选择性  手性催化剂
文章编号:1001-0017(2006)04-0214-05
收稿时间:2006-02-28
修稿时间:2006-02-28

The Catalysis Effect of (4S) - 2,2' - ( 1 - Methylethylidene) bis(4 - phenyl)-4,5 - dihydrooxazole) Metal Complexes on the Cycloaddition Reaction of Nitrone
DING Zhi-Guo,LIU Bo,YOU Jun.The Catalysis Effect of (4S) - 2,2'''' - ( 1 - Methylethylidene) bis(4 - phenyl)-4,5 - dihydrooxazole) Metal Complexes on the Cycloaddition Reaction of Nitrone[J].Chemistry and Adhesion,2006,28(4):214-217.
Authors:DING Zhi-Guo  LIU Bo  YOU Jun
Affiliation:College of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150080, China
Abstract:This paper throws light on the catalysis effect of the complexes of copper(II) or zinc(II) with(4 S)-2,2'-(1-methylethylidene)bis4-(phenyl)-4,5-dihydrooxazole] on the cycloaddition reactions of C,N-diphenylnitrone (8) with 3-((E)-2-Butenoyl)-1,3-oxazolin-2-one(6) or 2,3-dihydrofuran(7).The research results show that chiral bis(oxazoline) metal complexes perform a good effect on the cycloaddition reactions of nitrone,which result in the acceleration of reaction rate and the change of reaction stereo selectivity.The complex of copper(II) with(5) is a better catalyst by contrast with Zinc(II) complex.An effective improvement on the synthesis method of bis(oxazoline)(5) is studied in this article too.The yiled of the product reaches 89% from 69.7% with thionyl chloridizing as chloridizing agent.
Keywords:Bis(oxazoline)  1  3-dipolar cycloaddition reaction  metal complexes  stereo selectivity  chiral catalyst
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