di-tert-butyl(4-(ethynyl)phenyl)phosphonate | 1421756-05-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: di-tert-butyl(4-(ethynyl)phenyl)phosphonate
• 英文别名: 1-[Bis[(2-methylpropan-2-yl)oxy]phosphoryl]-4-ethynylbenzene
• CAS: 1421756-05-9
• 化学式: C₁₆H₂₃O₃P
• 分子量: 294.331
• InChiKey: OGOATLCOQYUCCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ru₂(N,N′-dimethylbenzamidinate)₄(NO₃)₂ 、 di-tert-butyl(4-(ethynyl)phenyl)phosphonate 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 以19%的产率得到trans-Ru₂(N,N′-dimethylbenzamidinate)₄(CC-4-Ph-P(O)(_O^tBu)₂)₂
  参考文献：
  名称：

  Diruthenium Alkynyl Compounds with Phosphonate Capping Groups

  摘要：

  The reaction between Ru-2(ap)(4)Cl (ap = 2-anilinopyridinate) and LiC C-4-Ph-P(O)(O'Bu)(2) afforded Ru-2(ap)(4)-C C-4-Ph-P(O)(O'Bu)(2) (1), which was further reacted with LiC C-4-Ph-S(CH2)(2)SiMe3 to yield trans-(4-Me3Si(CH2)(2)S-Ph-C C)-Ru-2(ap)(4)-C C-4-Ph-P(O)(O'Bu)(2) (2). trans-Ru-2(DMBA)(4)(C C-4-Ph-P(O)(O'Bu)(2))(2) (3; DMBA = N,N'-dimethylbenzamidinate) was obtained from the reaction between Ru-2(DMBA)(4)(NO3)(2) and either HC C-4-Ph-P(O)(O'Bu)(2) in the presence of Et3N or LiC C-4-Ph-P(O)(O'Bu)(2). Compounds 1-3 were characterized by HR-MS, X-ray diffraction, and voltammetric techniques, which revealed the retention of essential characteristics in molecular and electronic structures upon the phosphonate capping.

  DOI：

  10.1021/om301247w
• 作为产物：
  描述：

  di-tert-butyl (4-((trimethylsilyl)ethynyl)phenyl)phosphonate 在 potassium carbonate 作用下， 以250 mg的产率得到di-tert-butyl(4-(ethynyl)phenyl)phosphonate
  参考文献：
  名称：

  Diruthenium Alkynyl Compounds with Phosphonate Capping Groups

  摘要：

  The reaction between Ru-2(ap)(4)Cl (ap = 2-anilinopyridinate) and LiC C-4-Ph-P(O)(O'Bu)(2) afforded Ru-2(ap)(4)-C C-4-Ph-P(O)(O'Bu)(2) (1), which was further reacted with LiC C-4-Ph-S(CH2)(2)SiMe3 to yield trans-(4-Me3Si(CH2)(2)S-Ph-C C)-Ru-2(ap)(4)-C C-4-Ph-P(O)(O'Bu)(2) (2). trans-Ru-2(DMBA)(4)(C C-4-Ph-P(O)(O'Bu)(2))(2) (3; DMBA = N,N'-dimethylbenzamidinate) was obtained from the reaction between Ru-2(DMBA)(4)(NO3)(2) and either HC C-4-Ph-P(O)(O'Bu)(2) in the presence of Et3N or LiC C-4-Ph-P(O)(O'Bu)(2). Compounds 1-3 were characterized by HR-MS, X-ray diffraction, and voltammetric techniques, which revealed the retention of essential characteristics in molecular and electronic structures upon the phosphonate capping.

  DOI：

  10.1021/om301247w

文献信息

• New Diruthenium Bis-alkynyl Compounds as Potential Ditopic Linkers
  作者：Julia Savchenko、Zhi Cao、Sean N. Natoli、Steven P. Cummings、Boone M. Prentice、Phillip E. Fanwick、Tong Ren

  DOI：10.1021/om400799c

  日期：2013.11.11

  The reaction between Ru-2(ap)4-C = C-4-C6H4-P(O)(O'Bu)(2) and LiC2X afforded trans-XC2-Ru-2(ap)(4)-CC-4C(6)H(4) P(O)(O'Bu)(2), where X is SiMe3 (1), C2SiMe3 (2), C4H (3), or 4-C6H4C2SiMe3 (4). Compound 5, trans(1BuO)(2)(O)P-C6H4-4-C=:-C-Ru2(ap)4-C=C-4-C6H4SC2H4SiMe3, was obtained from the reaction between Ru2(ap)4-C--=-C-4C6H4SC2H4SiMe3 and excess LiC = C-4-C6H4-P(0)((OBu)-Bu-t)2. Compounds 1-5 were characterized by elemental analysis, HRnESI-MS, voltammetric and spectroscopic techniques, and the X-ray diffraction study of 2. The electronic structures of the homologous series 1-3 were investigated using DFT calculations, which revealed both the retention of key features of Ru2 electronic structure upon the introduction of phosphonate capping and subtle dependence on the number of acetylene units (n) across the series.