有机锰试剂参与的偶联反应研究型综合实验设计
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摘要
设计了有机锰试剂参与的偶联反应的研究型综合实验。实验设计包括前期调研、有机锰试剂的制备、偶联反应条件优化、反应底物拓展和结构鉴定5部分,实验内容紧密联系有机化学学科发展前沿。教学实践证明,通过该综合实验的训练,学生可以掌握有机合成方法学研究的一般方法,并巩固有机化学基础知识和实验技能,能进一步提升学生的综合创新能力和科研素养。
A research-oriented comprehensive experiment of the coupling reaction with organic manganese reagents is designed.The experimental design includes the following five parts:the preliminary investigation,preparation of organic manganese reagents,optimization of coupling reaction conditions,development of reaction substrate and structural identification.The content of the experiment is closely related to the development frontier of organic chemistry.The teaching practice has proved that through the training of this comprehensive experiment,students can grasp the general method of organic synthesis methodology research and consolidate their basic knowledge and experimental skills of organic chemistry.It can further improve the students' comprehensive innovative ability and scientific research quality.
A research-oriented comprehensive experiment of the coupling reaction with organic manganese reagents is designed.The experimental design includes the following five parts:the preliminary investigation,preparation of organic manganese reagents,optimization of coupling reaction conditions,development of reaction substrate and structural identification.The content of the experiment is closely related to the development frontier of organic chemistry.The teaching practice has proved that through the training of this comprehensive experiment,students can grasp the general method of organic synthesis methodology research and consolidate their basic knowledge and experimental skills of organic chemistry.It can further improve the students' comprehensive innovative ability and scientific research quality.
引文
[1]吴性良,陆靖.综合化学实验内容及课程体系的设计[J].实验技术与管理,2001,18(2):108-110.
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[7] Cahiez G,Duplais C,Buendia J.Chemistry of organomanganese(II)reagents[J].ChemRev,2009,109(3):1434-1476.
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[10]范学森,张永敏.锰试剂在有机合成中的应用[J].有机化学,2001,21(8):564-572.
[11]Valyaev D A,Lavigne G,Lugana N.Manganese organometallic compounds in homogeneous catalysis:past,present,and prospects[J].Coordination Chemistry Reviews,2016,308:191-235.
[12]Peng Z,Li N,Sun X,et al.The transition-metal-catalyst-free oxidativehomocoupling of organomanganese reagentsprepared by the insertion of magnesium intoorganic halides in the presence of MnCl2·2LiCl[J].Org Biomol Chem,2014,12(39):7800-7809.
[2]杨正银,王春明,唐宁,等.面向新世纪的综合化学实验改革思路与实践[J].高等理科教育,2005(6):22-29.
[3]牛焕双,李宇,杜林,等.科研实验转化成综合化学教学实验的探索[J].实验室研究与探索,2014,33(2):150-154.
[4] Knochel P,Dohle W,Gommermann N,et al.Highly functionalized organomagnesium reagents prepared through halogen–metal exchange[J].Angew Chem Int Ed,2003,42(36):4302-4320.
[5] Boudier A,Bromm L O,Lotz M,et al.New applications of polyfunctional organometallic compounds in organic synthesis[J].Angew Chem Int Ed,2000,39(24):4414-4435.
[6] Ila H,Baron O,Wagner A J,et al.Functionalized magnesium organometallics as versatile intermediates for the synthesis of polyfunctional heterocycles[J].Chem Commun 2006(6):583-593.
[7] Cahiez G,Duplais C,Buendia J.Chemistry of organomanganese(II)reagents[J].ChemRev,2009,109(3):1434-1476.
[8] Oshima K.Use of organomanganese reagents in organic synthesis[J].J Organomet Chem,1999,575(1):1-20.
[9] Shinokubo H,Oshima K.Transition metal-catalyzed carbon-carbon bond formation with Grignardreagents-novel reactions with a classic reagent[J].Eur J Org Chem,2004(10):2081-2091.
[10]范学森,张永敏.锰试剂在有机合成中的应用[J].有机化学,2001,21(8):564-572.
[11]Valyaev D A,Lavigne G,Lugana N.Manganese organometallic compounds in homogeneous catalysis:past,present,and prospects[J].Coordination Chemistry Reviews,2016,308:191-235.
[12]Peng Z,Li N,Sun X,et al.The transition-metal-catalyst-free oxidativehomocoupling of organomanganese reagentsprepared by the insertion of magnesium intoorganic halides in the presence of MnCl2·2LiCl[J].Org Biomol Chem,2014,12(39):7800-7809.