[1,1’-联苯]-2,4’-二甲酸二乙酯 | 55676-77-2

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [1,1’-联苯]-2,4’-二甲酸二乙酯
• 中文别名: [1,1'-联苯]-2,4'-二甲酸二乙酯
• 英文名称: dimethyl (1,1'-biphenyl)-2,4'-dicarboxylate
• 英文别名: dimethyl [1,1'-biphenyl]-2,4'-dicarboxylate；2,4'-bibenzoic acid dimethyl ester；biphenyl-2,4'-dicarboxylic acid dimethyl ester；Biphenyl-2,4'-dicarbonsaeure-dimethylester；2,4'-Biphenyldicarbonsaeuredimethylester；methyl 2-(4-methoxycarbonylphenyl)benzoate
• CAS: 55676-77-2
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: PPOLWSVBCNDIAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917399090

反应信息

• 作为反应物：
  描述：

  [1,1’-联苯]-2,4’-二甲酸二乙酯 在 碘苯 、 间氯过氧苯甲酸 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.5h， 生成 methyl 5-methoxy-6-oxo-5,6-dihydrophenanthridine-3-carboxylate
  参考文献：
  名称：

  碘代苯催化氧化CH-H酰胺化反应合成菲啶酮类化合物

  摘要：

  我们报告了一种在室温下在露天条件下使用氧化的C–H酰胺化反应从N-甲氧基苯甲酰胺合成一种新型的菲啶酮的方法，该方法适度地提高了产率。这种方法证明了前所未有的基板范围。特别是，它解决了在立体上需要取代的菲啶酮类化合物合成中的长期挑战。

  DOI：

  10.1021/acs.joc.7b00106
• 作为产物：
  描述：

  水杨酸甲酯 在 bis(1,5-cyclooctadiene)nickel (0) 、 potassium phosphate 、 sodium hydride 、 三环己基膦 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 24.17h， 生成 [1,1’-联苯]-2,4’-二甲酸二乙酯
  参考文献：
  名称：

  Ni(COD)₂/PCy₃ Catalyzed Cross-Coupling of Aryl and Heteroaryl Neopentylglycolboronates with Aryl and Heteroaryl Mesylates and Sulfamates in THF at Room Temperature

  摘要：

  Reaction conditions for the Ni(COD)(2)/PCy3 catalyzed cross-coupling of aryl neopentylglycolboronates with aryl mesylates were developed. By using optimized reaction conditions, Ni(COD)(2)/PCy3 was shown to be a versatile catalyst for the cross-coupling of a diversity of aryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates containing both electron-donating and electron-withdrawing substituents in their para, ortho, and meta positions in THF at room temperature. This Ni-catalyzed cross-coupling of aryl neopentylglycolboronates is also effective for the synthesis of heterobiaryls and biaryls containing electrophilic functionalities sensitive to organolithium and organomagnesium derivatives. In combination with the recently developed Ni-catalyzed neopentylglycolborylation, all Ni-catalyzed routes to functional biaryls and heterobiaryls are now easily accessible.

  DOI：

  10.1021/jo202037x

文献信息

• Ultrasound-Promoted Synthesis of Arylzinc Compounds Using Zinc Powder and Their Application to Palladium(0)-Catalyzed Synthesis of Multifunctional Biaryls
  作者：Kentaro Takagi

  DOI：10.1246/cl.1993.469

  日期：1993.3

  Arylzinc compounds containing electron-withdrawing groups such as CO2CH3, CON(CH3)2, CN, Br, Cl, or CF3 at ortho position were prepared readily by the ultrasound-promoted reaction of aryl iodides with zinc powder, which were applied to palladium(0)-catalyzed cross-coupling with aryl halides to afford unsymmetrical and multifunctional biaryls in good yields.

  含有电子吸引基团（如 CO2CH3、CON(CH3)2、CN、Br、Cl 或 CF3）在邻位的芳基锌化合物，通过超声促进的芳基碘化物与锌粉的反应容易制备，随后用于钯(0)催化的交叉偶联反应，与芳基卤化物反应，得到不对称且多功能的双芳基化合物，产率良好。
• Palladium-Catalyzed Reactions of Arylindium Reagents Prepared Directly from Aryl Iodides and Indium Metal
  作者：Vardan Papoian、Thomas Minehan

  DOI：10.1021/jo801074g

  日期：2008.9.19

  Treatment of aryl iodides with indium metal in the presence of lithium chloride leads to the formation of an organoindium reagent capable of participating in cross-coupling reactions under transition-metal catalysis. Combination with aryl halides in the presence of 5 mol % Cl2Pd(dppf) furnishes biaryl compounds in good yields; similarly, reaction with acyl halides or allylic acetates/carbonates in

  在氯化锂存在下用铟金属处理芳基碘化物导致形成能够在过渡金属催化下参与交叉偶联反应的有机铟试剂。在 5 mol % Cl2Pd(dppf) 存在下与芳基卤化物结合以良好的产率提供联芳基化合物；类似地，在 5-10 mol% 钯催化剂存在下与酰卤或烯丙基乙酸酯/碳酸酯反应分别以中等产率产生芳基酮和烯丙基取代产物。该反应耐受质子溶剂的存在，并且可以通过用锌 (0) 还原残留的铟盐来回收大约 85% 的铟金属。
• An Indefinitely Air-Stable σ-NiII Precatalyst for Quantitative Cross-Coupling of Unreactive Aryl Halides and Mesylates with Aryl Neopentylglycolboronates
  作者：Virgil Percec、Jagadeesh Malineni、Ryan Jezorek、Na Zhang

  DOI：10.1055/s-0035-1562342

  日期：——

  precatalysts, ligands, boron sources, and reaction conditions that were developed in various research groups, necessitated the selection of the most suitable conditions for desired cross-coupling partners. Here a universal, bench-stable, easily prepared NiIICl(1-naphthyl)(PCy3)2/PCy3 σ-complex, for efficient and quantitative cross-coupling of aryl chlorides, bromides, iodides, mesylates, and fluorides with aryl

  摘要 基于π-Ni系三类镍预催化剂的II，π-Ni系0和σ-Ni系II络合物已经阐述和在用于官能化和以其他方式交叉偶联惰性的芳基C-O，C-CL不同的实验室使用，并且C–F亲电试剂。在各个研究小组中开发的各种Ni预催化剂，配体，硼源和反应条件，必须为所需的交叉偶联伙伴选择最合适的条件。在这里，一种通用的，稳定的，易于制备的Ni II Cl（1-萘基）（PCy 3）2 / PCy 3σ-络合物，用于将芳基氯，溴化物，碘化物，甲磺酸盐和氟化物与芳基新戊二醇硼酸酯有效和定量地交叉偶联。该预催化剂将最有可能帮助推进Ni催化在有机，超分子和大分子合成中的应用，并将为各种转化的反应条件选择提供更容易的途径。 基于π-Ni系三类镍预催化剂的II，π-Ni系0和σ-Ni系II络合物已经阐述和在用于官能化和以其他方式交叉偶联惰性的芳基C-O，C-CL不同的实验室使用，并且C–F亲电试剂。在各个研究小组中开发
• MODIFIER FOR AROMATIC POLYESTER AND AROMATIC POLYESTER RESIN COMPOSITION COMPRISING THE SAME
  申请人：TABATA Masayoshi

  公开号：US20110224343A1

  公开（公告）日：2011-09-15

  The present invention provides a modifier for aromatic polyesters which enhances the melt fluidity of aromatic polyesters without a significant decrease in the heat resistance of the aromatic polyesters, and an aromatic polyester resin composition including the modifier for aromatic polyesters. The present invention relates to a modifier for aromatic polyesters comprising polyhydric phenol residues and residues of aromatic polycarboxylic acid, acid halide or acid anhydride thereof, and the modifier comprises a material having a structure composed of a first residue selected from the group consisting of divalent residues represented by Formula (I): —Ar—W 1 x —Ar— and by Formula (II): —Ar—, the first residues being bonded to two identical or different second residues selected from the group consisting of monovalent residues represented by Formula (III): and monovalent residues represented by Formula (IV): —O—C(O)—R 7 —.

  本发明提供了一种用于芳香族聚酯的改性剂，可以增强芳香族聚酯的熔融流动性，而不明显降低芳香族聚酯的耐热性，以及包括该改性剂的芳香族聚酯树脂组合物。本发明涉及一种用于芳香族聚酯的改性剂，包括多羟基酚残基和芳香族多羧酸、酸卤或其酸酐残基，该改性剂包括具有以下结构的材料：第一残基，选择自由式(I)所代表的二价残基：—Ar—W1x—Ar—和自由式(II)所代表的：—Ar—，第一残基与选择自由式(III)所代表的单价残基：和自由式(IV)所代表的单价残基：—O—C(O)—R7—的两个相同或不同的第二残基结合。
• <i>trans</i>-Chloro(1-Naphthyl)bis(triphenylphosphine)nickel(II)/PCy₃ Catalyzed Cross-Coupling of Aryl and Heteroaryl Neopentylglycolboronates with Aryl and Heteroaryl Mesylates and Sulfamates at Room Temperature
  作者：Pawaret Leowanawat、Na Zhang、Mehtap Safi、David J. Hoffman、Miriam C. Fryberger、Aiswaria George、Virgil Percec

  DOI：10.1021/jo3001194

  日期：2012.3.16

  been successfully applied as catalyst for the Suzuki–Miyaura cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature. This cross-coupling reaction tolerates various functional groups, including keto, imino, ester, ether, and cyano. Together with the nickel-catalyzed, one-pot, two-step neopentylglycolborylation, this bench

  反式-氯（1-萘基）双（三苯基膦）镍（II）配合物/ PCy 3体系已成功用作Suzuki-Miyaura的芳烃和杂芳基新戊二醇硼酸酯与芳基和杂芳基甲磺酸酯和氨基磺酸酯的Suzuki-Miyaura交叉偶联室内温度。这种交叉偶联反应可耐受各种官能团，包括酮基，亚氨基，酯基，醚基和氰基。与镍催化的一锅两步新戊基糖基化反应一起使用，这种台式稳定且廉价的Ni（II）基催化剂可以用作Ni（COD）2 / PCy 3的替代品，从而提供廉价，坚固，方便地合成联芳基和杂联芳基化合物。