2-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-8,8-di-p-tolyl-8H-3-thia-cyclopenta[a]indene | 881690-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-8,8-di-p-tolyl-8H-3-thia-cyclopenta[a]indene
• 英文别名: 4,4,5,5-tetramethyl-2-(4,4-di-p-tolyl-4H-indeno[1,2-b]thiophen-2-yl)-1,3,2-dioxaborolane；2-[4,4-Bis(4-methylphenyl)indeno[1,2-b]thiophen-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；2-[4,4-bis(4-methylphenyl)indeno[1,2-b]thiophen-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 881690-53-5
• 化学式: C₃₁H₃₁BO₂S
• 分子量: 478.463
• InChiKey: RLBCAECSAIRXMI-UHFFFAOYSA-N

物化性质

• 沸点：
  582.7±38.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.03
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-8,8-di-p-tolyl-8H-3-thia-cyclopenta[a]indene 在 potassium phosphate 、 四(三苯基膦)钯 、 三叔丁基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Syntheses and Structures of Novel Heteroarene-Fused Coplanar π-Conjugated Chromophores

  摘要：

  We have synthesized a series of novel coplanar chromophores in which heteroarenes, namely, thiophene, benzothiophene, and carbazole, were fused to neighboring phenylene ring(s) through intramolecular annulation via sp(3)-hybridized carbon atoms bearing two p-tolyl groups as peripheral substituents. The molecular configurations of the d-conjugated backbones were determined by X-ray crystallographic analysis; the heteroarene-fused molecular frameworks of these novel molecules exhibit nearly coplanar conformations.

  DOI：

  10.1021/ol061791y
• 作为产物：
  描述：

  2-碘苯甲酸乙酯, 在 正丁基锂 、 碘 、 magnesium 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 23.0h， 生成 2-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-8,8-di-p-tolyl-8H-3-thia-cyclopenta[a]indene
  参考文献：
  名称：

  Modulation of Physical Properties of Ter(9,9-ditolylfluorene) by Backbone-Embedded Heteroarenes

  摘要：

  Novel ter(9,9-ditolylfluorene) analogues containing thiophene and pyridine rings embedded as functional constituents within the parent hydrocarbon backbone have been synthesized. These new molecules exhibit highly efficient photoluminescence and high thermal and morphological stability. The electronic structure of the terfluorene backbone is significantly perturbed, which allows modulation of the backbone energy levels.

  DOI：

  10.1021/ol060183f

文献信息

• Structural effects on the hole mobilities of indenothiophene-embedded homologs
  作者：Teng-Chih Chao、Ken-Tsung Wong、Wen-Yi Hung、Tei-Hung Hou、Wei-Jiun Chen

  DOI：10.1016/j.tetlet.2009.02.148

  日期：2009.7

  A systematic study of the relationship between the structures and the non-dispersive hole mobilities (Lip to 10(-3) cm(2) V-1 s(-1)) of a homologous series of amorphous indenothiophene-containing materials is described. The hole mobilities were dependent mainly on the length and rigidity of the pi-conjugated backbone and the peripheral substituents. (C) 2009 Elsevier Ltd. All rights reserved.
• Syntheses and Structures of Novel Heteroarene-Fused Coplanar π-Conjugated Chromophores
  作者：Ken-Tsung Wong、Teng-Chih Chao、Liang-Chen Chi、Ying-Ying Chu、Akula Balaiah、Shih-Feng Chiu、Yi-Hung Liu、Yu Wang

  DOI：10.1021/ol061791y

  日期：2006.10.1

  We have synthesized a series of novel coplanar chromophores in which heteroarenes, namely, thiophene, benzothiophene, and carbazole, were fused to neighboring phenylene ring(s) through intramolecular annulation via sp(3)-hybridized carbon atoms bearing two p-tolyl groups as peripheral substituents. The molecular configurations of the d-conjugated backbones were determined by X-ray crystallographic analysis; the heteroarene-fused molecular frameworks of these novel molecules exhibit nearly coplanar conformations.
• Modulation of Physical Properties of Ter(9,9-ditolylfluorene) by Backbone-Embedded Heteroarenes
  作者：Ken-Tsung Wong、Tsyr-Yuan Hwu、Akula Balaiah、Teng-Chih Chao、Fu-Chuan Fang、Ching-Tien Lee、Ying-Chu Peng

  DOI：10.1021/ol060183f

  日期：2006.3.1

  Novel ter(9,9-ditolylfluorene) analogues containing thiophene and pyridine rings embedded as functional constituents within the parent hydrocarbon backbone have been synthesized. These new molecules exhibit highly efficient photoluminescence and high thermal and morphological stability. The electronic structure of the terfluorene backbone is significantly perturbed, which allows modulation of the backbone energy levels.