1,7,8,9-tetraphenyl-10,10-dimethyl-4-oxa-10-germa-1α,2α,6α,7α-tricyclo[5.2.1.0.(2,6)]deca-8-ene-3,5-dione | 873876-33-6

• 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: 1,7,8,9-tetraphenyl-10,10-dimethyl-4-oxa-10-germa-1α,2α,6α,7α-tricyclo[5.2.1.0.(2,6)]deca-8-ene-3,5-dione
• 英文别名: (1R,2S,6R,7S)-10,10-dimethyl-1,7,8,9-tetraphenyl-4-oxa-10-germatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• CAS: 873876-33-6
• 化学式: C₃₄H₂₈GeO₃
• 分子量: 557.185
• InChiKey: WSIBZGLCYWLDDQ-JDYLGNGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,1-dimethyl-2,3,4,5-tetraphenyl-1-germacyclopentadiene 、 马来酸酐 以 二氯甲烷 为溶剂， 以40%的产率得到1,7,8,9-tetraphenyl-10,10-dimethyl-4-oxa-10-germa-1α,2α,6α,7α-tricyclo[5.2.1.0.(2,6)]deca-8-ene-3,5-dione
  参考文献：
  名称：

  Synthesis, X-ray, and DFT Study of the Double-Bond Pyramidalization in 1,7,8,9-Tetraphenyl-4,10,10- trimethyl-4-aza-10-silatricyclo[5.2.1.0.^2,6]deca-8-ene-3,5-dione and Its Germanium Analogue

  摘要：

  Diels-Alder adducts of 1-sila-2,3,4,5-tetraphenyl-1,1-dimethyl-2,4-cyclopentadiene and 1-germa-2,3,4,5-tetraphenyl-1, 1-dimethyl-2,4-cyclopentadiene with N-methylmaleimide and maleic anhydride were prepared by high-pressure reactions. Their X-ray structures were determined and compared to literature data. In addition. the B3LYP/6-31G* method was used to study their molecular and electronic structure. X-ray analysis revealed that the extent of pyramidalization of the double bond in all studied compounds is small (molecules 1 and 2) or negligible (3). B3LYP/6-31G* calculations were found to overestimate pyramidalization by 5.3-9.4 degrees, presumably due to crystal-packing forces. The effect of phenyl groups on the geometry of the double bond is discussed.

  DOI：

  10.1021/om050671b

文献信息

• Synthesis, X-ray, and DFT Study of the Double-Bond Pyramidalization in 1,7,8,9-Tetraphenyl-4,10,10- trimethyl-4-aza-10-silatricyclo[5.2.1.0.^2,6]deca-8-ene-3,5-dione and Its Germanium Analogue
  作者：Davor Margetić、Yasujiro Murata、Koichi Komatsu、Mirjana Eckert-Maksić

  DOI：10.1021/om050671b

  日期：2006.1.1

  Diels-Alder adducts of 1-sila-2,3,4,5-tetraphenyl-1,1-dimethyl-2,4-cyclopentadiene and 1-germa-2,3,4,5-tetraphenyl-1, 1-dimethyl-2,4-cyclopentadiene with N-methylmaleimide and maleic anhydride were prepared by high-pressure reactions. Their X-ray structures were determined and compared to literature data. In addition. the B3LYP/6-31G* method was used to study their molecular and electronic structure. X-ray analysis revealed that the extent of pyramidalization of the double bond in all studied compounds is small (molecules 1 and 2) or negligible (3). B3LYP/6-31G* calculations were found to overestimate pyramidalization by 5.3-9.4 degrees, presumably due to crystal-packing forces. The effect of phenyl groups on the geometry of the double bond is discussed.