1,4-dilithio-1,2,3,4-tetraphenylbutadiene | 99643-57-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,4-dilithio-1,2,3,4-tetraphenylbutadiene
• CAS: 99643-57-9
• 化学式: C₂₈H₂₀Li₂
• 分子量: 370.349
• InChiKey: IZRFXVOAGBNGOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,4-dilithio-1,2,3,4-tetraphenylbutadiene 以 乙醚 为溶剂， 生成 iodo(4-iodo-1,2,3,4-tetraphenylbuta-1,3-dien-1-yl)dimethylstannane
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.3, 1.1.6.1.2, page 102 - 104

  摘要：

  DOI：
• 作为产物：
  描述：

  二苯基乙炔 在 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以39%的产率得到1,4-dilithio-1,2,3,4-tetraphenylbutadiene
  参考文献：
  名称：

  Supported thin flexible polymethylhydrosiloxane permeable films functionalised with silole groups: new approach for detection of nitroaromatics

  摘要：

  通过将新的烯丙基取代硅烯与SiH基团进行铂催化氢硅烷化，将新的烯丙基取代硅烯共价键合到基材支持的交联聚甲基氢硅氧烷（PMHS）薄膜中，从而开发出对溶液和气相中的硝基芳香族化合物淬灭高度敏感的新型可重复使用的发光传感器。

  DOI：

  10.1039/c0jm01165g

文献信息

• Five membered zirconium,boron,thallium and gold heterocyclic compounds
  申请人：UNION CARBIDE CORPORATION

  公开号：US03426052A1

  公开（公告）日：1969-02-04

  Organic compounds comprising one or more R1C2R11 groups wherein R1 and R11 are the same or different and each represents hydrogen, halogen or an alkyl, aryl, cycloaliphatic, alkoxy or carboalkoxy group or a silyl group (see Division C3) and C2 represents a carbon-to-carbon bonding are prepared by reacting an organometallic complex, as defined below, with a hydrogenating agent, a halogenating agent, an oxidising agent, an alkylating agent, an alkyne, an element of Group VIa of the Periodic Table (as quoted on pages 392 and 393 of The Handbook of Chemistry and Physics, 37th edition, published by the Chemical Rubber Publishing Co.) or a reactive compound as defined below. The term "organo-metallic complex" is defined as a complex having the general formula Mx(CO)y (R1C2R11)z wherein M represents iron, nickel, ruthenium, rhodium, palladium, osmium, iridium, platinum, manganese, rhenium, chromium, molybdenum, or tungsten, CO represents a carbonyl group bonded to the said metal, to the R1C2R11 group, or to both, R1C2R11 is a group as defined above, x is from 1 to 4, y is from 1 to 10, z is from 1 to 6, prepared by the method described and claimed in Specification 885,514. The expression "reactive compound" is defined as a compound selected from nitrosyl chloride, nitrosobenzene, N,N-dichloro-p-toluenesulphonamide, phenyldichlorophosphine, benzyldichlorophosphine, benzyldibromophosphine, phenyldichloroarsine, polysulphides, mono- and di-halogeno-phosphines, -arsines or -stibines, polyselenides, sulphur dioxide, potassium selenocyanide (KSeCN), sulphur dichloride and triphenylphosphine selenide. Complexes in which the carbonyl group bonded to the metal is partially replaced by a nitronyl, a substituted stibine, a substituted arsine, or a substituted phosphine may also be used. Numerous suitable complexes and reactants of the above types are specified, some of the reactants falling into more than one of the specified classes. Many types of compound which may be obtained by the process of the invention are specified including ketones, phenols, esters, ethers, sulphonamides, halogen compounds and heterocyclic compounds containing nitrogen, phosphorus, arsenic, oxygen, sulphur or selenium as the hetero-atom. Some of the compounds produced are stated to be novel, in particular, 2,5-dimethyl-3,4-diphenylthiophene, tetraphenylselenophene, pentaphenylphosphole, P-benzyl-tetraphenylphosphole, pentaphenylarsole, tetraethylselenophene, tetraphenyl-g -pyrone tetraphenyl - 1 - thia - 4 - pyrone, tetraphenyl - 1 - selena-4-pyrone, 1,4-bis-(p-toluene-sulphonamido) 1, 2, 3, 4-tetraphenylbutadiene, 1,4-bis-(p-toluene-sulphonamido) 1, 4-dimethoxybutane, 1, 2, 3, 4-tetraphenyl-5, 6-bis-(p-chlorophenyl)-benzene and compounds of the formulae: <;FORM:0966131/C1/1>; and <;FORM:0966131/C1/2>; wherein the groups R may be identical or different and may take any of the values given above for R1 and R11, and wherein X represents phosphorus or arsenic. Examples are given. The examples also disclose the following reactions: (6) the isomerisation of cis-dibenzoyl-stilbene to the trans-isomer; (17) conversion of pentaphenylphosphole to the corresponding P-oxide, -sulphide or -selenide; (19) reaction of benzyldichlorophosphine with 1,4-dilithio-1,2,3,4-tetraphenylbutadiene to give P-benzyl-tetraphenyl-phosphole; (20) reaction of phenyldichloroarsine with 1,4-dilithio-1,2,3,4-tetraphenylbutadiene to give pentaphenylarsole; (23) heating hexyne-3 with sulphur to give tetraethylthiophene; (25) heating hexyne-3 with potassium polyselenide to give tetraethylselenophene. The compounds of formula (1) above may be converted to the corresponding phosphole or arsole oxides, sulphides or selenides or may undergo Diels-Alder reactions, for example with maleic anhydride. The compounds of formula (2) above, or the corresponding compounds in which the hetero-atom is a Group VIa (as defined above) other than selenium, may be reacted with ammonia to give g -pyridones. Some of the products of the process of the invention are stated to be useful as insecticides, fluorescent materials, chelating agents and polar solvents, and in the production of polymers. The Provisional Specification refers also to the use of complexes of the above type in which the metal is cobalt.ALSO:Organo-silicon compounds are prepared by reacting an organo-metallic complex, as defined below, with a silicon compound such as phenyltrimethylsilyl acetylene and bis-(trimethylsilyl) acetylene. The term "organo-metallic complex" is defined as a complex having the general formula Mx(CO)y(R1C2R11)z wherein M represents iron, nickel, ruthenium, rhodium, palladium, osmium, iridium, platinum, manganese, rhenium, chromium, molybdenum or tungsten, CO represents a carbonyl group bonded to the said metal, to the R1C2R11 group, or to both, R1C2R11 is a hydrocarbon group, x is from 1 to 4, y is from 1 to 10, z is from 1 to 6, prepared by the method described and claimed in Specification 885,514. Products of the formulae: <;FORM:0966131/C3/1>; wherein X represents phosphorus or arsenic and the groups R may be identical or different and may be a silyl group, are stated to be novel. Examples 19 and 20 of the Provisional Specification describe the preparation of 1,3-bis-(trimethylsilyl) - 2, 4, 5, 6 - tetraphenylbenzene, 1, 3, 5 - tris - (trimethylsilyl) - 2, 4, 6 - triphenylbenzene, trimethylsilyl - triphenyl - cyclopentadienones, 2, 5 - bis - (trimethylsilyl) - 3, 4-diphenylcyclopentadienone and 2, 4 - bis - (trimethylsilyl) - 3, 5 - diphenylcyclopentadienone, using complexes of the above type in which the metal is cobalt.ALSO:Hydrocarbons comprising one or more R1C2R11 groups wherein R1 and R11 ar the same or different and each represents hydrogen or an alkyl, aryl or cycloaliphatic group and C2 represents a carbon-to-carbon bonding are prepared by reacting an organo-metallic complex, as defined below, with a hydrogenating agent or an alkyne. The term "organo-metallic complex" comprises complexes having the general formula Mx(CO)y(R1C2R11)z wherein M represents iron, nickel, ruthenium, rhodium, palladium, osmium, iridium, platinum, manganese, rhenium, chromium, molybdenum or tungsten, CO represents a carbonyl group bonded to the said metal, to the R1C2R11 group, or to both, R1C2R11 is a group as defined above, x is from 1 to 4, y is from 1 to 10, z is from 1 to 6, prepared by the method described and claimed in Specification 885,514. Complexes in which the carbonyl group bonded to the metal is partially replaced by a nitrosyl, a substituted stibine, a substituted arsine, or a substituted phosphine may also be used. Numerous suitable complexes and reactants of the above types are specified. Examples describe the preparation of 1, 2, 3, 4-tetraphenyl-butadiene, 1,2,3,4-tetraphenylbut - 1 - ene, 1,2,3,4 - tetraphenylbutane, 1,2,3,4 - tetraphenylbutane, dibenzyl, stilbene, and an unidentified compound of the formula (C6H5.C2.C6H5)3H2, from complexes containing tetraphenylacetylene by reduction with lithium aluminium hydride or sodium and ethanol in liquid ammonia and of 1,2,3,4-tetraphenylbenzene and hexaphenylbenzene by reacting diphenyl-acetylene with Fe(CO)4(C6H5C2H)2. The Provisional Specification also refers to the use of complexes of the above type in which the metal is cobalt.

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  公开号：CN111100156B

  公开（公告）日：2022-07-15

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• Derivative des borols
  作者：G.E. Herberich、B. Buller、B. Hessner、W. Oschmann

  DOI：10.1016/s0022-328x(00)93308-4

  日期：1980.8

  Analytically pure, dark blue pentaphenylborole (PPB) can be synthesized from 1,1-dibutyl-2,3,4,5-tetraphenylstannole and C6H5BCl2 in toluene in 95% yield. Reduction of PPB with elemental potassium in THF produces brownish red K2[PPB] which is derived from the new 6π-electron anion [PPB]2−. The new complexes (C5H5)Co(PPB) and (COD)Pt(PPB) (COD = 1,5-cyclooctadiene) are obtained by irradiation of a toluene

  可以从甲苯中的1,1-二丁基-2,3,4,5-四苯基锡醇和C 6 H 5 BCl 2合成分析纯的深蓝色五苯基硼烷（PPB），产率为95％。在THF中用元素钾还原PPB会产生棕红色K 2 [PPB]，它是从新的6π电子阴离子[PPB] 2-衍生而来的。通过照射（C 5 H 5）Co（CO）2的甲苯溶液获得新的配合物（C 5 H 5）Co（PPB）和（COD）Pt（PPB）（COD = 1,5-环辛二烯）PPB和Pt（COD）2和PPB的配体取代反应。
• Water-soluble AIE luminogens for monitoring and retardation of fibrillation of amyloid proteins
  申请人：THE HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY

  公开号：US09279806B2

  公开（公告）日：2016-03-08

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  表现出聚集诱导发光（AIE）特性的化合物，更具体地说是表现出聚集诱导发光特性的水溶性共轭聚烯烃化合物。这些共轭聚烯烃化合物可用作DNA检测的生物探针、G-四链体识别和钾离子感知。这些聚烯烃还可用作外部荧光标记物，用于研究构象结构，监测不带标签的富含G链序列的寡核苷酸的折叠过程，并在PAGE分析中可视化DNA条带。这些聚烯烃在高通量抗癌药物筛选中具有应用，并有助于开发高效的抗癌药物。此外，目前的主题还可用于监测淀粉样蛋白的纤维化，并促进其存储和传递。
• Blue-shifted aggregation-induced emission of siloles by simple structural modification and their application as nitro explosive chemosensors
  作者：Jiwon Lee、Yoona Park、Joori Jung、Won-Sik Han

  DOI：10.1039/c7pp00268h

  日期：2017.10

  intramolecular rotations could be successfully controlled and the photophysical properties were varied, while substituting methyl groups at meta positions showed silmiar photophysical properties as compared with the case of HPS. Namely, simple structural modification at ortho position significantly affects the geometry and the photophysical properties of silole, which leads to blue-shifted emission

  为了诱导甲硅烷的蓝移发射，使用了两个甲苯基取代的衍生物– 1,1-二苯基-2,3,4,5-四（间甲苯基）-1H-硅烷（m-TS）和1,1-二苯基制备了-2,3,4,5-四（邻甲苯基）-1H-硅烷（o-TS），并将其光物理性质与参考化合物六苯基甲硅烷基（HPS）进行了比较。通过在甲硅烷基环戊二烯环的外围四苯基环的邻位取代甲基，可以成功地控制分子内旋转并改变光物理性质，而在间位取代甲基则具有与HPS相比的硅烷光物理性质。即，在邻位的简单结构修饰会显着影响筒仓的几何形状和光物理性质，从而导致蓝移发射。最后，