2’,2,4-trimethylbiphenyl | 76708-74-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2’,2,4-trimethylbiphenyl
• 英文别名: 2,4-dimethyl-2'-methylbiphenyl；2,4,2'-trimethylbiphenyl；2,4-dimethyl-1-(2-methylphenyl)benzene
• CAS: 76708-74-2
• 化学式: C₁₅H₁₆
• 分子量: 196.292
• InChiKey: OMULZZWPMXNAME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-双环己基膦-2',6'-二甲氧基联苯 以47%的产率得到2’,2,4-trimethylbiphenyl
  参考文献：
  名称：

  METHOD FOR PRODUCING AROMATIC COMPOUND

  摘要：

  提供一种生产芳香化合物的方法，包括以下步骤：在至少一种磷化合物的存在下，将公式（A）表示的化合物和公式（B）表示的化合物混合；所述磷化合物从以下组中选择：公式（C）表示的膦化合物和公式（D）表示的膦盐；加入碱、钯化合物和无质子有机溶剂。

  公开号：

  US20150322199A1

文献信息

• Heterogenization of Pd–NHC complexes onto a silica support and their application in Suzuki–Miyaura coupling under batch and continuous flow conditions
  作者：Alberto Martínez、Jamin L. Krinsky、Itziar Peñafiel、Sergio Castillón、Konstantin Loponov、Alexei Lapkin、Cyril Godard、Carmen Claver

  DOI：10.1039/c4cy00829d

  日期：——

  Immobilised Pd–NHC catalysts were successfully applied in Suzuki–Miyaura reaction under batch and flow conditions.

  固定化的Pd-NHC催化剂成功地应用于批量和流动条件下的Suzuki-Miyaura反应。
• A General Palladium Catalyst System for Suzuki−Miyaura Coupling of Potassium Aryltrifluoroborates and Aryl Mesylates
  作者：Wing Kin Chow、Chau Ming So、Chak Po Lau、Fuk Yee Kwong

  DOI：10.1021/jo100846t

  日期：2010.8.6

  The first general examples of palladium-catalyzed Suzuki-type cross-coupling of aryl and heteroaryl mesylates with potassium aryl and heteroaryltrifluoroborates are presented. In addition to biaryl couplings, the cross-coupling reactions of aryl mesylates with alkyl and vinyltrifluoroborate salts have also been successfully accomplished.

  给出了芳基和杂芳基甲磺酸酯与芳基钾和杂芳基三氟硼酸钾的钯催化的Suzuki型交叉偶联的第一个一般实例。除了联芳基偶合以外，还成功地完成了甲磺酸甲基芳基酯与烷基和乙烯基三氟硼酸酯盐的交叉偶联反应。
• Novrocik, Jan; Novrocikova, Marta; Titz, Milos, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 11, p. 3140 - 3149
  作者：Novrocik, Jan、Novrocikova, Marta、Titz, Milos

  DOI：——

  日期：——
• Synthetic and Mechanistic Interrogation of Pd/Isocyanide-Catalyzed Cross-Coupling: π-Acidic Ligands Enable Self-Aggregating Monoligated Pd(0) Intermediates
  作者：Brandon R. Barnett、Liezel A. Labios、Julia M. Stauber、Curtis E. Moore、Arnold L. Rheingold、Joshua S. Figueroa

  DOI：10.1021/acs.organomet.7b00035

  日期：2017.2.27

  Despite the large number of judiciously designed ligands that have been exploited in palladium-catalyzed cross-coupling protocols, the incorporation of ligands bearing appreciable pi-acidic properties has remained significantly underexplored. Herein, we demonstrate that well-defined and low-coordinate Pd-0 complexes supported by m-terphenyl isocyanides function as competent catalysts for the Suzuki Miyaura cross-coupling of aryl bromides and arylboronic acids. Two-coordinate Pd(CNArDiPP2)(2) was active for the coupling of unhindered aryl bromides at room temperature in 2-propanol, while increasing the temperature to 60 degrees C allowed for the use of mono-or di-ortho-substituted aryl bromides. Oxidative addition of the aryl bromide was shown to proceed via a dissociative mechanism, implicating monoligated Pd(CNArDipp2) as the catalytically active intermediate. Attempts to access this fleeting species via activation of the Pd-II monoisocyanide PdCl(eta(3)-C3H5)(CNArDipp2) with alkoxide base yielded the dinuclear Pd-I species mu-C3H5(mu-O'Pr)[Pd(CNArDipp2)](2). Although dinuclear Pd-I complexes are often produced as off-cycle species when using complexes of the type PdCl(eta(3)-allyl)L as precatalysts, this represents the first time that the comproportionation product (mu-allyl)(mu-Cl)[PdL](2) has been observed to undergo nucleophilic substitution with alkoxide, despite the fact that activating conditions for these precatalysts typically employ alkoxide bases. Remarkably, this alkoxide complex can undergo, beta-hydride elimination with expulsion of acetone and propene to produce two equivalents of, catalytically active Pd(CNArDipp2), which can self-aggregate to yield the isolable tripalladium cluster Pd-3(eta(2)-Dipp-mu-CNArDipp2)(3). This cluster is catalytically competent for the Suzuki Miyaura reaction and functions as a formal source of monoligated Pd(CNArDipp2) in solution.
• NOVROCIK J.; NOVROCIKOVA M.; TITZ M., COLLECT. CZECH. CHEM. COMMUN, 1980, 45, NO 11, 3140-3149
  作者：NOVROCIK J.、 NOVROCIKOVA M.、 TITZ M.

  DOI：——

  日期：——