(E,E)-tetraethyl hexa-2,4-diene-1,6-diyldiphosphonate | 118494-73-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: (E,E)-tetraethyl hexa-2,4-diene-1,6-diyldiphosphonate
• 英文别名: (2E,4E)-1,6-bis(diethoxyphosphoryl)hexa-2,4-diene
• CAS: 118494-73-8
• 化学式: C₁₄H₂₈O₆P₂
• 分子量: 354.32
• InChiKey: KXIRMVAZKGYMJK-WGDLNXRISA-N

物化性质

• 沸点：
  453.2±45.0 °C(Predicted)
• 密度：
  1.105±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.63
• 重原子数：
  22.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (E,E)-tetraethyl hexa-2,4-diene-1,6-diyldiphosphonate 在 15-冠醚-5 、 sodium hydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1,8-Bis(4-formylphenyl)octa-1(E),3(E),5(E),7(E)-tetraene
  参考文献：
  名称：

  Synthesis and Intramolecular Electron- and Energy-Transfer Reactions of Polyyne- or Polyene-Bridged Diporphyrins

  摘要：

  A series of geometrically restricted polyyne- or polyene-bridged diporphyrins 1-7 has been prepared by a convenient, one-pot, double porphyrin cyclization reaction in acceptable yields from the corresponding dialdehydes 1-7CHO. Polyene-bridged diporphyrins 8 and 9 were prepared by a double Horner-Emmons-Wadsworth reaction of formyl-substituted zinc-porphyrin monomer 12 with bis-phosphonate esters 13 and 14, respectively. The diporphyrins 1-9 were transformed into zinc-free-base and zinc-ferric hybrid diporphyrins. Photoinduced intramolecular electron transfer in the zinc-ferric hybrid diporphyrins as well as intramolecular excitation energy transfer in the zinc-free-base hybrid diporphyrins have been studied by picosecond time-resolved fluorescence spectroscopy. Rate constants through the polyene-bridges are larger than those through the polyyne-bridges in both reactions. The distance dependence of the electron-transfer rate was found to be quite small: the attenuation factors were determined to be 0.08 and 0.1 Angstrom(-1) for the polyene- and polyyne-bridged diporphyrins, respectively. The distance dependence of the energy-transfer rate was quite similar to that of the electron transfer and was explained better by the Dexter mechanism rather than by the Forster mechanism. These results clearly demonstrate that the linear pi-conjugated polyyne and polyene spacers enhance through-bond electronic coupling between the donor and acceptor.

  DOI：

  10.1021/jo00127a024
• 作为产物：
  描述：

  (2E,4E)-1,6-dibromohexa-2,4-diene 、 亚磷酸三乙酯 以 甲苯 为溶剂， 以83%的产率得到(E,E)-tetraethyl hexa-2,4-diene-1,6-diyldiphosphonate
  参考文献：
  名称：

  Spangler, Charles W.; McCoy, Ray K.; Dembek, Alexa A., Journal of the Chemical Society. Perkin transactions I, 1989, p. 151 - 154

  摘要：

  DOI：

文献信息

• A stable zerovalent palladium chain enveloped by a π-electron sheath of conjugated polyene ligands
  作者：Yasuki Tatsumi、Tetsuro Murahashi、Mitsue Okada、Sensuke Ogoshi、Hideo Kurosawa

  DOI：10.1039/b714530f

  日期：——

  A surprisingly stable homoleptic Pd(0)(4) chain complex of non-activated olefins was isolated and structurally characterized by X-ray crystallographic analysis, and the unique structure and bonding are compared to those of the corresponding dicationic [Pd(4)](2+) chain sandwich complex.

  分离出令人惊讶的稳定的非活化烯烃的均相Pd（0）（4）链配合物，并通过X射线晶体学分析对其结构进行了表征，并将其独特的结构和键合与相应的双键[Pd（4）]进行了比较。 （2+）链三明治复合体。
• Photo-induced translocation of a Pd_n moiety (<i>n</i> = 2, 7) on a conjugated polyene ligand
  作者：Mitsuki Yamashita、Shinnosuke Horiuchi、Koji Yamamoto、Tetsuro Murahashi

  DOI：10.1039/c9dt03073e

  日期：——

  The Pd₂-translocation on a tetraene ligand is switchable between the thermodynamic equilibrium state and the photo-stationary state. The Pd₇-translocation on a carotene ligand proceeds smoothly under photo-irradiation.

  Pd₂在四烯基配体上的转位可以在热力学平衡状态和光稳态之间进行切换。在类胡萝卜素配体上，Pd₇的转位在光照下可以顺利进行。
• Spangler, Charles W.; Liu, Pei-Kang; Dembek, Alexa A., Journal of the Chemical Society. Perkin transactions I, 1991, # 4, p. 799 - 802
  作者：Spangler, Charles W.、Liu, Pei-Kang、Dembek, Alexa A.、Havelka, Kathleen O.

  DOI：——

  日期：——
• SPANGLER, CHARLES W.;MCCOY, RAY K.;DEMBEK, ALEXA A.;SAPOCHAK, LINDA S.;GA+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1989) N, C. 151-154
  作者：SPANGLER, CHARLES W.、MCCOY, RAY K.、DEMBEK, ALEXA A.、SAPOCHAK, LINDA S.、GA+

  DOI：——

  日期：——