1,8-bis(trimethylsilyl)octa-3,5-diene-1,7-diyne | 25340-80-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1,8-bis(trimethylsilyl)octa-3,5-diene-1,7-diyne
• 英文别名: 1,8-bis(trimethylsilyl)-3,5-octadien-1,7-diyne；(3E,5E)-Me3SiCC-CH=CH-CH=CH-CCSiMe3；(3E,5E)-Me3SiCCCHCHCHCHCCSiMe3；TMS-CC-(CH=CH)2-CC-TMS；1,8-Bis-trimethylsilyl-octa-3t,5t-dien-1,7-diin；trimethyl-[(3E,5E)-8-trimethylsilylocta-3,5-dien-1,7-diynyl]silane
• CAS: 25340-80-1
• 化学式: C₁₄H₂₂Si₂
• 分子量: 246.5
• InChiKey: PMOHLZCLVRGWOG-FIFLTTCUSA-N

物化性质

• 沸点：
  275.9±10.0 °C(Predicted)
• 密度：
  0.865±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  (tricyclohexylphosphine)gold(I) chloride 、 1,8-bis(trimethylsilyl)octa-3,5-diene-1,7-diyne 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以61%的产率得到Cy3PAu-CC-(CH=CH)2-CC-AuPCy3
  参考文献：
  名称：

  双核金（I）膦炔基配合物的合成，表征与性能

  摘要：

  与各种π共轭dialkynes金盐的反应导致了两个同源系列双核alkynylgold的（I）配合物，线性刚性棒状赛扬3 PAU-C≡C-（CH = CH）ñ -C≡C-AuPCy 3（n = 1-3，全反式（2a - c）和光致变色LAu-C≡C-DTE-C≡C-AuL（DTE = 1,2-二（2-甲基噻吩-3-基）环戊烯或1 ，2-二（2-甲基噻吩-3-基）-3,3,4,4,5,5-六氟环戊烯（L = PCy 3，三环己基膦或PPh 3，三苯基膦）（4a - d）。已经研究了这些配合物的光物理性质。发射光谱随着线性金属络合物2中两个Au（I）之间桥的长度增加而显示出渐进的红移。光致变色炔金（I）配合物4还具有荧光性质，并且发现发射波长随二噻吩乙烯（DTE）接头和辅助膦配体的变化而变化。揭示了具有DTE单元的双核炔金配合物显示出光致变色行为，并且引入金后，光致变色过程的效率以及在光固定态（

  DOI：

  10.1021/om1000919
• 作为产物：
  描述：

  在 敌草腈 、 溴 作用下， 以 乙醚 、 氯仿 为溶剂， 生成 1,8-bis(trimethylsilyl)octa-3,5-diene-1,7-diyne
  参考文献：
  名称：

  Unsaturated eight-membered ring compounds. X. 1,2,3,4,7-cyclooctapentaene, a possible intermediate in the conversion of cis,cis-3,5-octadiene-1,7-diyne to benzocyclobutadiene dimer

  摘要：

  DOI：

  10.1021/ja01054a055

文献信息

• Synthesis of a Series of Diiron Complexes Based on a Tetraethynylethene Skeleton and Related C₆-Enediyne Spacers, (dppe)Cp*Fe−C⋮CC(R)C(R)C⋮C−FeCp*(dppe):  Tunable Molecular Wires
  作者：Munetaka Akita、Yuya Tanaka、Chie Naitoh、Takehiro Ozawa、Nobuhiko Hayashi、Makoto Takeshita、Akiko Inagaki、Min-Chul Chung

  DOI：10.1021/om060403t

  日期：2006.10.1

  complexes as molecular wires has been evaluated on the basis of the comproportionation constants (KC) obtained by electrochemical measurements and the Vab values obtained from the spectral parameters of the intervalence charge transfer bands of the isolated monocationic radical species appearing in the near-IR region. As a result, the C6-enediyne complexes turn out to be excellent molecular wires, with KC

  一系列带有FeCp *（dppe）（Fe）端盖的3,4-二取代的（h​​ex-3-ene-1,5-diyne-1,6-diyl）diron配合物Fe -C⋮CC（C）C （R）C⋮C- Fe（R = H，C⋮C-SiMe 3，C⋮C-H，C 6 H 5，p -C 6 H 4 CF 3），以及相关的（octa-3,5二烯-1,7-二炔-1,8-二基）diron络合物，铁-C⋮C-C（H）C（H）C（H）C（H）C⋮C-铁，已经被制备并评估了它们作为分子丝的性能。烯炔配合物是通过亚乙烯基中间体[ Fe C C（H）C（R）C（R）C（H）合成的衍生自相应的末端炔烃或Me 3 Si保护的前体（XC⋮CCC（C）C⋮C-X； X = H，SiMe 3）的C Fe ] 2+，其产品已经在光谱学和结晶学上表征。基于通过电化学测量获得的配分常数（K C）和从分离的单阳离子自由基的间隔电荷转移带的光谱参数获得的V
• A Novel, Selective, and Efficient Route to Carotenoids and Related Natural Products via Zr-Catalyzed Carboalumination and Pd- and Zn-Catalyzed Cross Coupling
  作者：Fanxing Zeng、Ei-ichi Negishi

  DOI：10.1021/ol000384y

  日期：2001.3.1

  stereoselective protocol for the syntheses of symmetrical and unsymmetrical carotenoids involving Zr-catalyzed carboalumination of conjugated oligoenynes and Pd- and Zn-catalyzed alkenyl-alkenyl coupling has been developed and applied to the syntheses of beta- and gamma-carotene and vitamin A. gamma-Carotene of > or =99% isomeric purity was prepared in three linear steps (five steps overall) from beta-ionone

  [结构：见文字]。一种高效和立体选择性的合成对称和不对称类胡萝卜素的方案，涉及共轭低聚烯的Zr催化碳铝化和Pd和Zn催化的烯基-烯基偶联，已被开发并应用于β-和γ-胡萝卜素和维生素的合成由三个线性步骤（总共五个步骤），由β-紫罗兰酮，烯炔8，（E）-ICH = CHBr和（E）-Me3SiC三键CCH = CHBr，总收率32％。
• Wirelike Dinuclear Ruthenium Complexes Connected by Bis(ethynyl)oligothiophene
  作者：Li-Bin Gao、Jian Kan、Yang Fan、Li-Yi Zhang、Sheng-Hua Liu、Zhong-Ning Chen

  DOI：10.1021/ic700412m

  日期：2007.7.1

  thiophene-containing Ru2II,II complexes induces isolation of stable Ru2II,III or Ru2III,III species. Electrochemical and UV-vis-NIR spectral studies demonstrate that the polyynediyl bridges with 2,5-thiophene units are more favorable for metal-metal charge transfer compared with those containing the same number of 1,4-phenylene units. Successive increase of thiophene spacers in mixed-valence complexes RuII}-CC(C4H2S)mCC-RuIII}

  一系列由氧化还原活性有机金属片段[（bph）（PPh3）2Ru] +（bph = N-（苯甲酰基）-N'-（吡啶甲基）-肼）或[[ Phtpy）（PPh 3）2 Ru] 2+（Phtpy ＝ 4′-苯基-2，2′：6′，2′′-叔吡啶）已被进行。通过在桥接配体中连续插入2，5-噻吩或1，4-亚苯基间隔基来延长分子棒的长度。含噻吩的Ru2II，II配合物的氧化可诱导稳定的Ru2II，III或Ru2III，III物种的分离。电化学和紫外可见近红外光谱研究表明，与含有相同数量的1,4-亚苯基单元的聚炔二桥相比，具有2,5-噻吩单元的聚炔二桥更有利于金属-金属的电荷转移。混合价络合物RuII} -CC（C4H2S）mCC- RuIII}（m = 1，2，3）中噻吩间隔基的连续增加导致从几乎电子离域（m = 1）到局域化（m = 3）。对于分子间电子转移跨9个Ru-C和CC键传输的双核钌配合物，电子传递能力遵循Ru}
• ——
  作者：I. G. Trostyanskaya、D. Y. Titskiy、E. A. Anufrieva、A. A. Borisenko、M. A. Kazankova、I. P. Beletskaya

  DOI：10.1023/a:1015093100084

  日期：——

  E,E-1,4-Diiodobuta-1,3-diene can enter into cross-coupling reactions with carbon- or other element-centered nucleophiles in the presence of Pd or Ni complexes as catalysts. Convenient procedures were developed for the stereoselective synthesis of E,E-1,4-dialkenylbuta-1,3-dienes, dienyl-1,4-bisphosphonates, E,E-1,4-bis(diphenylphosphino)buta-1,3-diene, E,E-1,4-diphenylbuta-1,3-diene, and E,E-1,4-bis(thiophenyl)buta-1,3-diene.
• Preparation, Characterization, Redox Properties, and UV−Vis−NIR Spectra of Binuclear Ruthenium Complexes [{(Phtpy)(PPh₃)₂Ru}₂{C⋮C−(CHCH)<i>_m</i>−C⋮C}]<i>ⁿ</i>⁺ (Phtpy = 4‘-phenyl-2,2‘:6‘,2‘ ‘-terpyridine)
  作者：Li-Bin Gao、Sheng-Hua Liu、Li-Yi Zhang、Lin-Xi Shi、Zhong-Ning Chen

  DOI：10.1021/om050765l

  日期：2006.1.1

  A series of C-4-C-10 bridged Ru-2(II,II) complexes [(Phtpy)(PPh3)(2)Ru}(2)(C C-(CH=CH)(m)-C C)](2+) (m 0, 1, 2, 3) were prepared by reaction of [(Phtpy)(PPh3)(2)Ru(acetone)](2+) With Me3Si-C C-(CH=CH)(m)-C C)](3+) in the presence of potassium fluoride. Oxidation of the Ru-2(II,II) of ferrocenium hexafluorophosphate gave the stable Ru-2(II,III) mixed-valence complexes [(Phtpy)(PPh3)2Ru}(2)(C C-(CH=CH)(m)-C C)](3+) when m = 0, 1, or 2. These complexes were all characterized by microanalyses, ESI-MS, 1H and P-31 NMR, IR, and UV-vis-NIR spectroscopy, cyclic and differential pulse voltammetry, and X-ray crystallography for compound [1](PF6)(2). The wave separations Delta E-1/2 (E-1/2(A) - E-1/2 B) due to stepwise oxidation of two Ru-II into Ru-III are 0.610, 0.260, 0.165, and < 0.070 V for m = 0-3, respectively, in dichloromethane solutions, revealing a significant dependence of the electronic communication on metal-metal distances. The visible-NIR spectral studies on the Ru-2(II,III) mixed-valence complexes [I(Phtpy)(PPh3)(2)Ru}(2)(C=C-(CH=CH),-C=C)III (m = 0, 1, 2) demonstrated that electronic delocalization along the molecular rods attenuates dramatically with the increase of the ethenyl number.