3,4,10,11,14,15,21,22-Octamethyl-5,9,16,20-tetraphenyl-6,8,17,19-tetraphosphapentacyclo[17.3.0.02,6.08,12.013,17]docosa-1(22),2,4,9,11,13,15,20-octaene | 155594-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,4,10,11,14,15,21,22-Octamethyl-5,9,16,20-tetraphenyl-6,8,17,19-tetraphosphapentacyclo[17.3.0.02,6.08,12.013,17]docosa-1(22),2,4,9,11,13,15,20-octaene
• CAS: 155594-21-1
• 化学式: C₅₀H₄₈P₄
• 分子量: 772.826
• InChiKey: NEAJNHSSIBNYPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  54
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  二(氰基苯)二氯化钯 、 3,4,10,11,14,15,21,22-Octamethyl-5,9,16,20-tetraphenyl-6,8,17,19-tetraphosphapentacyclo[17.3.0.02,6.08,12.013,17]docosa-1(22),2,4,9,11,13,15,20-octaene 以 二氯甲烷 为溶剂， 以90%的产率得到
  参考文献：
  名称：

  The Use of a Ten-Membered Tetraphosphole Macrocycle to Increase the Lifetime of a Palladium Catalyst

  摘要：

  DOI：

  10.1002/anie.199723641
• 作为产物：
  描述：

  1,2,7,8,9,10,15,16-octamethyl-3,6,11,14-tetraphenyltetraphospholo[1,2-b;2',1'-d;1'',2''-f;2''',1'''-h][1,2,5,6]tetraphosphocin 在 氢化钾 作用下， 以 四氢呋喃 为溶剂， 生成 3,4,10,11,14,15,21,22-Octamethyl-5,9,16,20-tetraphenyl-6,8,17,19-tetraphosphapentacyclo[17.3.0.02,6.08,12.013,17]docosa-1(22),2,4,9,11,13,15,20-octaene
  参考文献：
  名称：

  新的碳-磷大环化合物

  摘要：

  描述了几种基于磷和膦的大环化合物的合成。由于磷的低反转势垒，第一个是灵活的。异构体的混合物可直接用于配位化学。第二个不受构象问题的困扰，并显示出强大的 π 受体特性。

  DOI：

  10.1080/10426509908546229

文献信息

• Tetraphosphorus Macrocycles from Phosphole Tetramers
  作者：Frank Laporte、Francois Mercier、Louis Ricard、Francois Mathey

  DOI：10.1021/ja00087a017

  日期：1994.4

  The phosphole tetramer 1, obtained by pyrolysis of 1-phenyl-3,4-dimethylphosphole, incorporates two 2,2'-biphospholyl units linked by two P-P bonds. It is possible to cleave one or both of these bonds by naphthalene sodium in THF to yield two dianions, 2 and 4. The reaction of 2 or 4 with dibromomethane gives either a 1,3,6,8-tetraphosphecane 5 or a 1,2,5,7-tetraphosphonane 7 in 45 and 80% yield, respectively. The reaction of 2 with tetrachloroethylene takes an unexpected course with the formation of a 1,2,5,8-tetraphosphacyclodec-6-yne 6, whose structure was determined by X-ray analysis. The reaction of 4 with 1,4-dibromobutane affords, in 80% yield, a 1,2,5,10-tetraphosphacyclododecane 8, whose P-P bond can be selectively cleaved by naphthalene-sodium in THF at low temperature to give further dianion 10. In turn, 10 reacts with dibromomethane or 1,4-dibromobutane to yield the expected 13- and 16-membered macrocycles 11 and 12. Since the phosphorus atoms of these macrocycles are all included in phosphole rings, they readily invert close to room temperature. The macrocycles can therefore adapt their conformations to the stereochemical requirements of the complexed metals. A preliminary study of the coordination chemistry of 5 and 7 has been carried out. Both macrocycles can chelate either one or two Mo(CO)(4) units via their diagonal phosphorus atoms. The X-ray crystal structure analyses of 5.Mo(CO)(4) (15) and 7.[Mo(CO)(4)](2) (17) have been performed. The structure of the cage complex 17 shows a Mo...Mo distance of 5.883 Angstrom. Thus, it seems possible to use this kind of cage for the bimetallic activation of small molecules.
• The Use of a Ten-Membered Tetraphosphole Macrocycle to Increase the Lifetime of a Palladium Catalyst
  作者：François Mercier、Frank Laporte、Louis Ricard、François Mathey、Marc Schröder、Manfred Regitz

  DOI：10.1002/anie.199723641

  日期：1997.11.14
• New Carbon-Phosphorus Macrocycles
  作者：Francois Mathey、Francois Mercier、Pascal Le Floch

  DOI：10.1080/10426509908546229

  日期：1999.1.1

  The synthesis of several phosphole and phosphinine-based macrocycles is described. The first ones are flexible as a result of the low inversion barrier of phosphorus. The mixture of isomers can be directly used in coordination chemistry. The second ones are not plagued by conformational problems and display strong π-acceptor properties.

  描述了几种基于磷和膦的大环化合物的合成。由于磷的低反转势垒，第一个是灵活的。异构体的混合物可直接用于配位化学。第二个不受构象问题的困扰，并显示出强大的 π 受体特性。