一种新型不对称芳炔半环化合物的合成

Synthesis of a Novel Asymmetric Phenylacetylene Half-ring

下载PDF

导出

摘要以间二碘苯为原料,通过Sonogashira反应,合成了一种不对称芳炔半环化合物:1-{3-溴-5-[2-(2-乙氧基乙氧基)乙氧基]苯基}乙炔基-3-{3-[(3,3-二乙基)三氮烯]-5-[2-(2-乙氧基乙氧基)乙氧基]苯基}乙炔基苯,并对合成路线的选择和反应条件进行了比较和讨论。用1H NMR,13C NMR,质谱,元素分析等表征手段确认了中间体及最终产物的结构。 Using Sonogashira coupling reaction,a novel asymmetric phenylacetylene halfcycle:1-{3-bromo-5-[2-(2-ethoxyethoxy)ethoxy]phenyl}ethynyl-3-{3-[(3,3-diethyl)triazene]-5-[2-(2-ethoxyethoxy)ethoxy]phenyl}ethynylbenzene was synthetized.The synthetic routes and reaction conditions were compared and discussed.The structures of the target compounds and intermediates were confirmed by1H NMR,13C NMR,EI-MS,HRMS techniques and element analysis.

作者许晨黄鹏程 XU Chen;HUANG Peng—cheng(College of Material Science and Technology,Beihang University,Beijing 100191,China)

机构地区北京航空航天大学材料科学与工程学院

出处《广州化工》 CAS 2013年第2期69-72,共4页 GuangZhou Chemical Industry

关键词 SONOGASHIRA反应间二碘苯 1-{3-溴-5-[2-(2-乙氧基乙氧基)乙氧基]苯基}乙炔基-3-{3-[(3 3-二乙基)三氮烯]-5-[2-(2-乙氧基乙氧基)乙氧基]苯基}乙炔基苯 Sonogashira reaction 1 3-diiodobenzene 1-{3-bromo-5-[2-(2-ethoxyethoxy)ethoxy]phenyl}ethynyl-3-{3-[(3 3-diethyl)triazene]-5-[2-(2-ethoxyethoxy)ethoxy]phenyl}ethynylbenzene

分类号 O625.65 [理学—有机化学] O625.22 [理学—有机化学]

引文网络
相关文献

参考文献12

1Liu,J,Lam,J.W.Y,Tang,B.Z. Acetylenic Polymers:Syntheses,Structures,and Functions[J].Chemical Reviews,2009,(11):5799-5867.doi:10.1021/cr900149d.
2Lam,J.W.Y,Tang,B.Z. Functional Polyacetylenes[J].Accounts of Chemical Research,2005,(09):745-754.
3Leclère P,Surin M,Brocorens P. Supramolecular Assembly of Conjugated Polymers:From Molecular Engineering to Solid-State Properties[J].Materials Science and Engineering R:Reports,2006,(1-2):1-56.
4Park J,Lee D H,Kong H. Organic Thin-Film Transistor Properties and the Structural Relationships Between Various Aromatic End-Capped Triisopropylsilylethynyl Anthracene Derivatives[J].Organic Electronics,2010,(05):820-830.
5Sonogashira,K,Tohda,Y,Hagihara,N. A Convenient Synthesis of Acetylenes:Catalytic Substitutions of Acetylenic Hydrogen with Bromoalkenes,Iodoarenes and Bromopyridines[J].Tetrahedron Letters,1975,(50):4467-4470.
6Li,J.J. Name Reactions.A Collection of Detailed Reaction Mechanisms[M].Beilin:Springer-Verlag,2003.160.
7Staab,H.A,Neunhoeffer,K. Metacyclophane-1,9,17,25,33,41-hexayne from m-Iodophenylacetylene by Sixfold Stephens-Castro Coupling[J].Synthesis,1974,(06):424-425.
8H(a)ger,H,Heitz,W. Synthesis of Poly (phenyleneethynylene) without Diine Defects[J].Macromolecular Chemistry and Physics,1998,(09):1821-1826.doi:10.1002/(SICI)1521-3935(19980901)199:9<1821::AID-MACP1821>3.0.CO;2-Y.
9Fischer M,Lieser G,Rapp A. Shape-Persistent Macrocycles with Intraannular Polar Groups:Synthesis,Liquid Crystallinity,and2D Organization[J].Journal of the American Chemical Society,2004,(01):214-222.
10M(o)ssinger D,Hornung J,Lei S. Molecularly Defined Shape-Persistent,2D Oligomers:The Covalent-Template Approach to Molecular Spoked Wheels[J].Angewandte Chemie,2007,(36):6926-6930.

1XiaoMengWANG HanMingDING YongKuiSHAN MingYuanHE.Fabrication of Layer-by-layer Films of Polyhedral Oligomeric Silsesquioxanes[J].Chinese Chemical Letters,2004,15(10):1227-1229.
2李全,郑盈,王力,易守兵,程晓红.带内取向柔性多醚链苯炔大环合成[J].有机化学,2012,32(1):81-87. 被引量：1
3罗志荣,卢成健,高英俊,易施光.曲率驱动晶界迁移的晶体相场研究[J].兵器材料科学与工程,2016,39(3):59-62.
4陈平,孙科军,刘今成,崔津津,胡立江.Nano-indentation profiles of intrinsic hardness and modulus of films based on silsesquioxane modified with titanium tetrabutoxide[J].Journal of Harbin Institute of Technology(New Series),2004,11(6):644-648.

广州化工

2013年第2期

浏览历史

内容加载中请稍等...

一种新型不对称芳炔半环化合物的合成

参考文献12

相关作者

相关机构

相关主题

浏览历史