1,6-bis-(N-benzyl)-diphenylglycoluril | 501083-52-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,6-bis-(N-benzyl)-diphenylglycoluril
• 英文别名: 1,6-BPGlyc
• CAS: 501083-52-9
• 化学式: C₃₀H₂₆N₄O₂
• 分子量: 474.562
• InChiKey: LDJCOPFZSQSJJL-RNPORBBMSA-N

物化性质

• 沸点：
  639.0±55.0 °C(Predicted)
• 密度：
  1.301±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  64.68
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  dirhodium tetracetate dihydrate 、 乙腈 、 1,6-bis-(N-benzyl)-diphenylglycoluril 在 Na₂CO₃ 作用下， 以 氯苯 、 乙腈 为溶剂， 以46%的产率得到bis-μ-(1,6-(N-benzyl)diphenylglycoluril)-bis-μ-acetatodirhodium(acetonitrile)2*5(acetonitrile
  参考文献：
  名称：

  Diphenylglycoluril as a novel ligand architecture for dirhodium(II) carboxamidates

  摘要：

  1,6-Bis-(N-benzyl)-diphenylglycoluril (1,6-BPGlyc) was used as a ligand in the synthesis of a dinuclear rhodium(II) paddlewheel complex. The ligand exchange reaction from Rh-2(OAc)(4) was remarkably selective for the formation of Rh(1,6-BPGlyc)(2)(OAc)(2) with a cis(1,3) ligand arrangement in 46% isolated yield. The bis-substitution pattern and diastereoselective ligand exchange is attributed to the steric bulk of the glycoluril backbone that prevents further ligand substitution. Rh-2(1,6-BPGlyc)(2)(OAc)(2) catalyzes cyclopropanation reactions via decomposition of diazoacetates with reactivities and selectivities that were comparable to those of dirhodium(II) tetrakis-mu-carboxamidates. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.12.001
• 作为产物：
  描述：

  苄脲 、 联苯甲酰 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以20%的产率得到1,6-bis-(N-benzyl)-diphenylglycoluril
  参考文献：
  名称：

  Glycoluril derivatives form hydrogen bonded tapes rather than cucurbit[n]uril congeners

  摘要：

  The synthesis and X-ray crystallographic characterization of diphenylglycoluril derivatives (1-4) that possess one or two alkyl groups on their N- or O-atoms is reported. Compounds 1-4 preferentially form linear hydrogen bonded tapes in the crystal by heterochiral recognition processes. We do not observe cyclic hydrogen bonded cucurbit[n]uril congeners that would result from homochiral recognition processes. The high propensity of alkylated derivatives of diphenylglycoluril to form hydrogen bonded tapes stands in stark contrast to the reported X-ray crystal structures of other known alkylated derivatives of glycoluril. We attribute this high propensity to form tapes to the phenyl and alkyl substituents that impart good solubility in non-polar aprotic solvents which do not compete for H-bonds. These results suggest that suitably functionalized glycoluril derivatives have untapped potential in studies of crystal engineering. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01307-8