2-(5-(1,3-dioxolan-2-yl)thiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | 1351353-50-8

• 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-(5-(1,3-dioxolan-2-yl)thiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 英文别名: 2-[5-(1,3-Dioxolan-2-yl)thiophen-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；2-[5-(1,3-dioxolan-2-yl)thiophen-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1351353-50-8
• 化学式: C₁₃H₁₉BO₄S
• 分子量: 282.168
• InChiKey: PERDIHZLXVMNDR-UHFFFAOYSA-N

物化性质

• 沸点：
  392.4±42.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(5-(1,3-dioxolan-2-yl)thiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 水 、 palladium diacetate 、 对甲苯磺酸 作用下， 以 异丙醇 、 甲苯 为溶剂， 反应 5.5h， 生成 5-(4,6,8-trimethylazulen-1-yl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  具有供体-π-受体结构的Azulene-噻吩-氰基丙烯酸染料。染料敏化太阳能电池的合成，表征和评估

  摘要：

  我们报告了五种新的含D-π-A型结构的含a菁染料的合成。这些染料是使用a盐交叉偶联反应合成的。在光谱，电化学，晶体学和染料敏化太阳能电池中作为敏化剂对染料进行了评估。我们基于染料的晶体结构得出的构象数据，为染料在细胞中的光谱性质和性能提出了理论依据。

  DOI：

  10.1016/j.tet.2018.04.043
• 作为产物：
  描述：

  2-噻吩甲醛 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 2-(5-(1,3-dioxolan-2-yl)thiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  一种5-(8-溴-2,3-二苯基喹喔啉-5-yl)噻吩- 2-甲醛的合成方法

  摘要：

  本发明属于有机电致发光材料技术领域，公开了一种5‑(8‑溴‑2,3‑二苯基喹喔啉‑5‑yl)噻吩‑2‑甲醛的合成方法，本发明是1,2‑二胺苯依次与SOCl2、溴素等反应得到中间物1；2‑噻吩甲醛依次与乙二醇、正丁基锂等反应得到中间物2；两个中间物经SUZUKI反应产物再与甲酸反应得到目标产品，分子式为C25H15BrN2OS。本发明合成产品是橙色固体粉末，无机械杂质，易溶于THF，甲苯，其合成方法简单，易于工业化生产，而且本发明基于喹喔啉制备的的光伏材料具有HOMO能级比较低的特点，有利于提高最终制备的OLED材料的化学稳定性，在制备光电发光器件或光电显示器方面具有潜在的应用价值。

  公开号：

  CN106892908B

文献信息

• ANTI-INFLAMMATORY COMPOUND HAVING INHIBITORY ACTIVITY AGAINST MULTIPLE TYROSINE KINASES AND PHARMACEUTICAL COMPOSITION CONTAINING SAME
  申请人：Yang Beom-Seok

  公开号：US20130072482A1

  公开（公告）日：2013-03-21

  The present invention is for the anti-inflammatory compounds that have an inhibitory activity against protein tyrosine kinases and their pharmaceutical composition(s) containing the compound as the active ingredient. Since the compounds of the present invention can inhibit multiple protein kinases associated with inflammatory diseases and immune disorders, they are useful for their prevention or treatment.

  本发明涉及具有抑制蛋白酪氨酸激酶活性的抗炎化合物及其含有该化合物作为活性成分的药物组合物。由于本发明的化合物可以抑制与炎症性疾病和免疫紊乱相关的多种蛋白激酶，因此它们对于预防或治疗这些疾病是有用的。
• Bridgehead nitrogen tripodal organic dyes having multiple donor-π-acceptor branches for solar cell applications
  作者：Suri Babu Akula、Yogesh S. Tingare、Chaochin Su、Huei-Siou Chen、Wan-Qian Li、Woranan Lekphet、Wen-Ren Li

  DOI：10.1016/j.dyepig.2020.108985

  日期：2021.2

  cell (DSSC) application. These new dyes TD01, TD02, and TD03 carry different number (one, two, and three, respectively) of donor-π-acceptor units, which are connected together with a central bridgehead nitrogen through oxyethyl linkers. After fabricating the solar cells using these sensitizers and investigating their photovoltaic performances, it was found that the DSSC based on TD03 sensitizer exhibited

  已经设计并合成了三种叔胺染料（TD01，TD02和TD03）用于染料敏化太阳能电池（DSSC）应用。这些新染料TD01，TD02和TD03带有不同数目（分别为一个，两个和三个）供体-π-受体单元，它们通过氧乙基接头与中央桥头氮连接在一起。在使用这些敏化剂制造太阳能电池并研究了它们的光伏性能后，发现基于TD03敏化剂的DSSC表现出5.91％的最佳功率转换效率。TD03比TD01更高的性能TD02和TD02敏化剂分别由于叔锚固和氧乙基部分的存在而具有优异的短路电流密度和高开路电压。
• Synthesis and characterizations of red/near-IR absorbing A–D–A–D–A-type oligothiophenes containing thienothiadiazole and thienopyrazine central units
  作者：Simon Steinberger、Amaresh Mishra、Egon Reinold、Elena Mena-Osteritz、Heiko Müller、Christian Uhrich、Martin Pfeiffer、Peter Bäuerle

  DOI：10.1039/c2jm13285k

  日期：——

  A series of π-conjugated A–D–A–D–A-type oligothiophenes (1–3) comprising heterocyclic thieno[3,4-c][1,2,5]thiadiazole (TTDA) or thieno[3,4-b]pyrazine (TP) as the core and dicyanovinyl (DCV) or trifluoroacetyl (TFA) as terminal acceptor groups have been developed as red/near-IR absorbers. The resulting oligomers were characterized by UV-Vis spectroscopy, cyclic voltammetry and thermal analysis. The low energy absorption band of these oligomers was located at 620–707 nm in solution and at 695–830 nm in thin films. Theoretical studies reveal that the insertion of the bicyclic nonclassical thiophenes to the conjugated backbone imposed partial quinoidal character to the resulting oligomers and thus reduced the band gap. HOMO–LUMO energies of 1–3 derived from electrochemical measurements were found to be suitable for the use as donor material in combination with fullerene-C60 as acceptor in planar heterojunction solar cells prepared by vacuum deposition. Such devices incorporating these low band gap oligomers exhibited high FF values up to 0.60, and power conversion efficiencies of up to 1.3% under air mass (AM) 1.5G illumination. External quantum efficiency (EQE) spectra clearly showed the contribution of the low energy absorption to the overall photocurrent.

  一系列π共轭的A–D–A–D–A型寡聚噻吩（1–3）被开发为红/近红外吸收剂，核心为杂环噻吡[3,4-c][1,2,5]噻二唑（TTDA）或噻吡[3,4-b]吡嗪（TP），末端受体基团为二氰乙烯（DCV）或三氟乙酰基（TFA）。所得到的寡聚物通过紫外-可见光光谱、循环伏安法和热分析进行了表征。发现这些寡聚物的低能吸收带在溶液中位于620–707 nm，而在薄膜中则位于695–830 nm。理论研究表明，双环非经典噻吩的插入使得共轭主链产生部分醌式特性，从而降低了带隙。通过电化学测量得到的1–3的HOMO–LUMO能量适合与富勒烯-C60作为受体结合，作为平面异质结太阳能电池中的供体材料，该电池由真空沉积制备。这些包含低带隙寡聚物的器件在空气质量（AM）1.5G照射下，展现出高达0.60的填充因子（FF）以及最高1.3%的功率转换效率。外量子效率（EQE）光谱清晰地显示出低能吸收对整个光电流的贡献。
• Azulenesulfonium Salts: Accessible, Stable, and Versatile Reagents for Cross-Coupling
  作者：Paul Cowper、Yu Jin、Michael D. Turton、Gabriele Kociok-Köhn、Simon E. Lewis

  DOI：10.1002/anie.201510666

  日期：2016.2.12

  Azulenesulfonium salts may be readily prepared from the corresponding azulenes by an SEAr reaction. These azulene sulfonium salts are bench‐stable species that may be employed as pseudohalides for cross‐coupling. Specifically, their application in Suzuki–Miyaura reactions has been demonstrated with a diverse selection of coupling partners. These azulenesulfonium salts possess significant advantages

  甘菊环锍盐可以通过SE Ar反应由相应的甘菊环容易地制备。这些甘菊环锍盐是实验室稳定的物质，可用作交叉偶联的拟卤化物。具体来说，它们在铃木-宫浦反应中的应用已经通过多种偶联伙伴的选择得到了证明。这些薁环锍盐与相应的薁基卤化物相比具有显着的优点，已知后者不稳定且难以以纯形式制备。
• The effect of donor-modification in organic light-harvesting motifs: triphenylamine donors appended with polymerisable thienyl subunits
  作者：Catherine Bonnier、Devin D. Machin、Omar K. Abdi、Kiyoshi C. D. Robson、Bryan D. Koivisto

  DOI：10.1039/c3ob41288a

  日期：——

  A family of seven organic triphenylamine-based dyes suitable for dye-sensitized solar cell (DSSC) applications is reported. The donor portion of these dyes has been systematically modified using polymerisable thienyl subunits. The physicochemical properties and device performance are discussed with device efficiencies ranging from 5.51 to 6.65%.

  本报告介绍了适用于染料敏化太阳能电池（DSSC）的七种有机三苯胺基染料系列。利用可聚合噻吩亚基对这些染料的供体部分进行了系统修饰。文章讨论了这些染料的物理化学特性和器件性能，器件效率从 5.51% 到 6.65% 不等。