2,4-dimethyl-[1,1';4',1'']terphenyl | 135257-87-3

• 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: 2,4-dimethyl-[1,1';4',1'']terphenyl
• 英文别名: 2,4-dimethyl-p-terphenyl；2,4-Dimethyl-1-(4-phenylphenyl)benzene
• CAS: 135257-87-3
• 化学式: C₂₀H₁₈
• 分子量: 258.363
• InChiKey: YFHRBWUZIIDHJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  97-98 °C(Solv: methanol (67-56-1))
• 沸点：
  407.3±30.0 °C(Predicted)
• 密度：
  1.022±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  2,2-dimethyl-3-phenyl-1-propyl 4-bromobenzenesulfonate 在 四(三苯基膦)钯 、 (1,1'-双(二苯基膦)二茂铁)二氯化镍 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 反应 56.0h， 生成 2,4-dimethyl-[1,1';4',1'']terphenyl
  参考文献：
  名称：

  通过镍催化烷基联苯磺酸盐与芳基格氏试剂的交叉偶联制备不对称三联苯

  摘要：

  不对称的三联苯衍生物是通过新戊基溴苯磺酸盐与芳基硼酸和芳基溴化镁的连续过渡金属催化的交叉偶联反应制备的。联苯磺酸盐比相应的苯磺酸盐更快地经历镍催化的偶联反应。溴苯磺酸盐的逐步钯和镍催化反应似乎是制备不对称三联苯的有前途和概念上简单的方法。

  DOI：

  10.1016/j.tet.2004.03.072

文献信息

• Ag(i)-catalyzed carbon–carbon bond formation between a ketone and an allylic C–H bond
  作者：Kamalkishore Pati、Rai-Shung Liu

  DOI：10.1039/c2cc32205f

  日期：——

  report a silver-catalyzed cyclization of 1-(2,2-dimethyl-cyclopropyl)methyl ketones to give 1,2,4-trisubstituted benzenes. These reactions comprise an initial cyclopropane cleavage, followed by an aromatization of the resulting 4-en-1-one intermediate. The latter represents an unusual silver-catalyzed addition of a ketone to an allylic C-H bond via a non-carbonyl ene reaction.

  我们报告了1-（2,2-二甲基-环丙基）甲基酮的银催化环化反应，得到1,2,4-三取代的苯。这些反应包括初始的环丙烷裂解，然后将所得的4-en-1-one中间体芳构化。后者代表通过非羰基烯反应将酮非寻常地银催化将酮添加到烯丙基CH键上。
• Photocatalysis of oligo(p-phenylenes): photoreductive production of hydrogen and ethanol in aqueous triethylamine
  作者：Shinjiro Matsuoka、Hiroyuki Fujii、Taisuke Yamada、Chyongjin Pac、Akito Ishida、Setsuo Takamuku、Mitsuhiro Kusaba、Nobuaki Nakashima、Shozo Yanagida

  DOI：10.1021/j100168a018

  日期：1991.7

  Oligo(p-phenylenes) (OPP-n), p-terphenyl (OPP-3) to p-sexiphenyl (OPP-6), catalyze water-reductive H2 formation and reduction of concomitantly formed acetaldehyde to ethanol upon irradiation of heterogeneous suspensions in aqueous organic solution in the presence of triethylamine (TEA) and RuCl3. Colloidal Ru0 is photoformed in situ to work as an electron relay. The activity of OPP-n increases with the number of phenylene units except for the cases of OPP-3 and of the alkylated derivatives, where the net photocatalytic activities are higher, mainly due to the effective homogeneous catalysis, since their solubilities in the solvents employed are significantly larger. The homogeneous photocatalysis of OPP-3 leads not only to H2 evolution but also to effective formation of ethanol in the absence of colloidal Ru0, being accompanied by photo-Birch reduction of OPP-3. Dynamics studies of OPP-3 reveal that photocatalysis should be initiated by formation of the excited singlet state of OPP-3 (1OPP-3*), which is reductively quenched by TEA at a rate controlled by diffusion to produce the OPP-3 radical anion (OPP-3.-) and the TEA radical cation (TEA.+). From laser flash photolysis and pulse radiolysis experiments, it is concluded that electron transfer from OPP-3.- leads to effective reduction of water to H2 catalyzed by Ru0 colloid. Furthermore, it is confirmed that OPP-3.- gives electrons directly to acetaldehyde without any electron relays like colloidal metals, resulting in the formation of ethanol. During photocatalysis, OPP-3 itself undergoes photo-Birch reduction to some extent.