4'-(4-溴萘-1-基)[1,1'-联苯基]-4-腈的合成与表征
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摘要
以4-溴苯腈为起始原料,经过Miyanra硼化反应、Suzuki偶联反应和溴化反应等合成了4'-(4-溴萘-1-基)[1,1'-联苯基]-4-腈。通过~1H NMR、~(13)C NMR表征了化合物的结构,通过TG、荧光发射光谱等研究了标题化合物的发光效率和稳定性。
4'-(4-Bromonaphthalene-1-yl)[1,1'-biphenyl]-4-nitrile was synthesized by Miyanra reaction,Suzuki reaction and bromination reaction using 4-bromobenzonitrile as a raw material in this paper.The structure of synthesized compound was characterized by ~1H NMR,~(13)C NMR.Thermal properties and optical properties of the title compound were determined with TG and fluorescence spectrum.
4'-(4-Bromonaphthalene-1-yl)[1,1'-biphenyl]-4-nitrile was synthesized by Miyanra reaction,Suzuki reaction and bromination reaction using 4-bromobenzonitrile as a raw material in this paper.The structure of synthesized compound was characterized by ~1H NMR,~(13)C NMR.Thermal properties and optical properties of the title compound were determined with TG and fluorescence spectrum.
引文
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[3]Ventura E D,MarzáB A,Mata J A.Catalytic hydrogen production by ruthenium complexes from the conversion of primary amines to nitriles:potential application as a liquid organic hydrogen carrier[J].Chemistry-A European Journal,2016(49):17758-17766.
[4]朱怡曈,李广涛,张少蒙,等.基于膜蒸馏技术的杂萘联苯聚芳醚酮共聚物(PPBEK)超细纤维膜的制备及性能[J].化学世界,2018(2):92-97.
[5]Jadhav S N,Kumbhar A S,Rode C V,et al.ChemInform Abstract:Ligand-Free Pd Catalyzed Cross-Coupling Reactions in an Aqueous Hydrotropic Medium[J].Cheminform,2016(7):1898-1911.
[6]王海洋,刘佳,金丹,等.合成联苯-4-甲酸的新方法[J].化学试剂,2017(3):329-332.
[7]员国良,王明霞,张虎波,等.端烯多氟三联苯液晶的合成与性能研究[J].液晶与显示,2017(4):258-264.
[8]Molander G A,Beaumard F.Nickel-catalyzed C-Oactivation of phenol derivatives with potassium heteroaryltrifluoroborates[J].Organic Letters,2010(18):4022-4025.
[9]Gholinejad M,Hamed F,Biji P.A novel polymer containing phosphorusnitrogen ligands for stabilization of palladium nanoparticles:an efficient and recyclable catalyst for Suzuki and Sonogashira reactions in neat water[J].Dalton Transactions,2015(32):14293-14303.
[10]高鸿锦,申桂英.液晶在非显示领域的应用与研究进展[J].精细与专用化学品,2012(3):1-4.
[11]Lima C,Rodrigues A,Silva V,et al.Exploring the selectivity of the Suzuki-Miyaura cross-coupling reaction in the synthesis of arylnaphthalenes[J].Tetrahedron,2011(4):689-697.
[12]高红茹,史子谦,刘宏改,等.不同结构极性化合物性能研究[J].现代显示,2013(5):18-22.
[13]杨杰,李猛,徐虹,等.液晶单体4-(反-4-正戊基环己基)氟苯的合成及性能[J].化学与黏合,2014(1):40-42.
[14]Gholinejad M,Razeghi M,Najera C.Magnetic nanoparticles supported oxime palladacycle as ahighly efficient and separable catalyst for room temperature Suzuki-Miyaura coupling reaction in aqueous media[J].RSC Adv.,2015(5):49568-49576.
[15]余明新,温伟江,郑建鸿.苯二胺和联苯二胺类叔芳胺的合成及发光性能的研究[J].有机化学,2006(9):1239-1242.
[16]Ghosh D,Lee J Y,Liu CY,et al.Direct C-H Arylations of unactivated arenes catalyzed by amido-functionalized imidazolium salts[J].Advanced Synthesis&Catalysis,2014(2-3):406-410.
[17]Yao H,Fang H,Peng S,et al.Cobalt-Catalyzed Borylation of Aryl Halides and Pseudohalides[J].Organometallics,2016(10):1559-1564.
[18]Arumugam V,Kaminsky W,Bhuvanesh N,et al.Palladium(Ⅱ)complexes containing ONO tridentate hydrazone for Suzuki-Miyaura coupling of aryl chlorides in aqueous-organic media[J].RSC Advances,2015(73):59428-59436.