1,8-bis(4-(diphenylphosphino)phenyl)anthracene | 1063819-39-5

• 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: 1,8-bis(4-(diphenylphosphino)phenyl)anthracene
• 英文别名: [4-[8-(4-Diphenylphosphanylphenyl)anthracen-1-yl]phenyl]-diphenylphosphane
• CAS: 1063819-39-5
• 化学式: C₅₀H₃₆P₂
• 分子量: 698.783
• InChiKey: CCKBZRRQCSLZBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  52
• 可旋转键数：
  8
• 环数：
  9.0
• 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：
  0

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 1,8-bis(4-(diphenylphosphino)phenyl)anthracene 以 二氯甲烷 为溶剂， 生成 [Rh(COD)(1,8-bis(4-(diphenylphosphino)phenyl)anthracene)]BF4
  参考文献：
  名称：

  New Trans-Chelating Ligands and Their Complexes and Catalytic Properties in the Mizoroki−Heck Arylation of Cyclohexene

  摘要：

  New air-stable chelating diphosphine ligands, 1,8-bis(4-(diphenylphosphino)phenyl)anthracene (2) and 1,8-bis(4-(diphenylphosphino)-3,5-dimethylphenyl)anthracene (3), were synthesized from readily available starting materials. The examination of their coordination modes in Pd(II) and Rh(I) complexes by means of H-1, C-13, and P-31 NMR spectroscopy and X-ray analysis revealed that 2 is mainly a trans-coordinating ligand but can also adapt smaller coordination angles, while 3 is "purely" trans-spanning and no formation of identifiable cis-chelated complexes was detected. The catalytic activity of the new compounds was tested in palladium-catalyzed Mizoroki-Heck reactions of aryl bromides with cyclohexene.

  DOI：

  10.1021/om800448b

文献信息

• Trans-chelating ligands in palladium-catalyzed carbonylative coupling and methoxycarbonylation of aryl halides
  作者：Luba Kaganovsky、Dmitri Gelman、Karola Rueck-Braun

  DOI：10.1016/j.jorganchem.2009.10.001

  日期：2010.1

  manuscript describes the use of a trans-chelated palladium complex derived from 1,8-bis-(4-(diphenylphosphino)phenyl)anthracene (1) and p-TolPdI(TMEDA) as a precatalyst in carbonylative Suzuki coupling and methoxycarbonylation of aryl iodides and bromides. The catalyst is active in 0.01–1 mol% loading and demonstrates highly selective transformations. The selectivity is attributed to the unique structural

  该手稿描述了衍生自1,8-双-（4-（二苯基膦基）苯基）蒽（1）和对-TolPdI（TMEDA）的反式钯配合物作为羰基Suzuki偶联和芳基的甲氧基羰基化的前催化剂碘化物和溴化物。该催化剂在0.01-1 mol％的负载量下具有活性，并表现出高度选择性的转化。选择性归因于反螯合配体的独特结构特征。