三(4-甲基苯基)(苯基)硅烷 | 18870-40-1

• 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: 三(4-甲基苯基)(苯基)硅烷
• 英文名称: phenyltri-p-tolylsilane
• 英文别名: phenyl-tri-p-tolyl-silane；Phenyl-tri-p-tolyl-silan；Tris(4-methylphenyl)(phenyl)silane；tris(4-methylphenyl)-phenylsilane
• CAS: 18870-40-1
• 化学式: C₂₇H₂₆Si
• 分子量: 378.589
• InChiKey: NNXUKKQEJMTDEK-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C
• 沸点：
  466.2±45.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.99
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  三(4-甲基苯基)(苯基)硅烷 在 吡啶 、 potassium permanganate 作用下， 以 水 为溶剂， 反应 16.0h， 以50%的产率得到4,4',4''-(phenylsilanetriyl)tribenzoic acid
  参考文献：
  名称：

  1,3,4-Oxadiazole Containing Silanes as Novel Hosts for Blue Phosphorescent Organic Light Emitting Diodes

  摘要：

  Five rigid oxadiazole (OXD) containing silanes, denoted 1-5, have been developed with high morphological stability. Disruption of the pi-aromatic conjugation by introduction of Si atoms leads to a large band gap and high triplet energy. Among the OXDs we studied, 2,5-bis(triphenylsilylphenyl)-1,3,4-oxadiazole 5 is the best host for Flrpic, with a phosphorescent organic light emitting diode (PHOLED) turn-on voltage of 6.9 V, maximum luminance of 5124 cd/m(2), current efficiency of 39.9 cd/A, and external quantum efficiency of 13.1%. Special molecular stacking in the single crystal of 5 was discussed.

  DOI：

  10.1021/ol301734a
• 作为产物：
  描述：

  对溴甲苯 、 苯基三氯硅烷 在 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以75%的产率得到三(4-甲基苯基)(苯基)硅烷
  参考文献：
  名称：

  Entangled Uranyl Organic Frameworks with (10,3)-b Topology and Polythreading Network: Structure, Luminescence, and Computational Investigation

  摘要：

  Two 3D uranyl organic frameworks (UOFs) with entangled structures, (HPhen)(2)[(UO2)(2)L-2]center dot 4.5H(2)O (1) and [(UO2)(3) (H2O)(4)L-2]center dot 6H(2)O (2), were synthesized using a rigid tripodal linker (4,4',4 ''-(phenylsilanetriyl)tribenzoic acid, H3L). Compound 1 represents a 2-fold interpenetrating UOF with the unique (10,3)-b topology. Compound 2 is composed of three interlocked sets of identical singlet networks and thus exhibits a rare 3D polythreading network with (3,4)-connected topology. These two compounds have been characterized by IR, UV-vis, and photoluminescent spectroscopy. A density functional theory (DFT) study on the model compounds of 1 and 2 shows good agreement of structural parameters and U=O stretching vibrational frequencies with experimental data. The experimentally measured absorption bands were well reproduced by the time-dependent DFT calculations.

  DOI：

  10.1021/acs.inorgchem.6b00582

文献信息

• Über Tetraaryl-methan-analoga in der gruppe 14
  作者：Michael Charissé、Valérie Gauthey、Martin Dräger

  DOI：10.1016/0022-328x(93)80065-j

  日期：1993.4

  The title compounds have been synthesized by Li and Grignard reactions. The crystal structure of Ph3Si-p-Tol has been determined. The substitution of only one phenyl by one p-tolyl group causes only a slight deviation from the ideal S4 symmetry of Ph4Si. Gradual replacement of phenyl by p-tolyl groups leads to increasing low field shifts for all 13C(ipso) atoms. The substitution of the first phenyl

  通过Li和Grignard反应合成了标题化合物。已经确定了Ph 3 Si- p- Tol的晶体结构。一个对甲苯基基团仅取代一个苯基，仅导致与Ph 4 Si的理想S 4对称性略有偏离。对甲苯基逐渐取代苯基会导致所有13个C（ipso）原子的低场移增加。Ph 4 Si和Ph 4 Sn中的对甲苯基取代第一个苯基会导致δ（29 Si）（-0.3 ppm）和δ（119）都发生高场移Sn）（-1 ppm）。进一步的取代显示出几乎线性的依赖性（每个对甲苯基基团的δδ（29 Si）= -0.1 ppm，Δδ（119 Sn）= + 1.5 ppm ）。
• The Preparation of Some Aryl Silanes¹
  作者：M. Maienthal、M. Hellmann、C. P. Haber、L. A. Hymo、S. Carpenter、A. J. Carr

  DOI：10.1021/ja01653a043

  日期：1954.12
• Some Tetrasubstituted Naphthyl- and Tolylsilanes
  作者：Henry Gilman、Cecil G. Brannen、Robert K. Ingham

  DOI：10.1021/ja01619a069

  日期：1955.7
• 1,3,4-Oxadiazole Containing Silanes as Novel Hosts for Blue Phosphorescent Organic Light Emitting Diodes
  作者：Man-kit Leung、Wan-Hsi Yang、Ching-Nan Chuang、Jiun-Haw Lee、Chi-Feng Lin、Mao-Kuo Wei、Yu-Hao Liu

  DOI：10.1021/ol301734a

  日期：2012.10.5

  Five rigid oxadiazole (OXD) containing silanes, denoted 1-5, have been developed with high morphological stability. Disruption of the pi-aromatic conjugation by introduction of Si atoms leads to a large band gap and high triplet energy. Among the OXDs we studied, 2,5-bis(triphenylsilylphenyl)-1,3,4-oxadiazole 5 is the best host for Flrpic, with a phosphorescent organic light emitting diode (PHOLED) turn-on voltage of 6.9 V, maximum luminance of 5124 cd/m(2), current efficiency of 39.9 cd/A, and external quantum efficiency of 13.1%. Special molecular stacking in the single crystal of 5 was discussed.
• Entangled Uranyl Organic Frameworks with (10,3)-<i>b</i> Topology and Polythreading Network: Structure, Luminescence, and Computational Investigation
  作者：Chao Liu、Chao-Ying Gao、Weiting Yang、Fang-Yuan Chen、Qing-Jiang Pan、Jiyang Li、Zhong-Ming Sun

  DOI：10.1021/acs.inorgchem.6b00582

  日期：2016.6.6

  Two 3D uranyl organic frameworks (UOFs) with entangled structures, (HPhen)(2)[(UO2)(2)L-2]center dot 4.5H(2)O (1) and [(UO2)(3) (H2O)(4)L-2]center dot 6H(2)O (2), were synthesized using a rigid tripodal linker (4,4',4 ''-(phenylsilanetriyl)tribenzoic acid, H3L). Compound 1 represents a 2-fold interpenetrating UOF with the unique (10,3)-b topology. Compound 2 is composed of three interlocked sets of identical singlet networks and thus exhibits a rare 3D polythreading network with (3,4)-connected topology. These two compounds have been characterized by IR, UV-vis, and photoluminescent spectroscopy. A density functional theory (DFT) study on the model compounds of 1 and 2 shows good agreement of structural parameters and U=O stretching vibrational frequencies with experimental data. The experimentally measured absorption bands were well reproduced by the time-dependent DFT calculations.