2,3-Diphenyl-5-methoxy-1,4,6,9-tetraoxa-5-phospha-spiro[4.4]-Δ²-nonen | 15607-00-8

• 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: 2,3-Diphenyl-5-methoxy-1,4,6,9-tetraoxa-5-phospha-spiro[4.4]-Δ²-nonen
• 英文别名: 5-Methoxy-2,3-diphenyl-1,4,6,9-tetraoxa-5lambda5-phosphaspiro[4.4]non-2-ene；5-methoxy-2,3-diphenyl-1,4,6,9-tetraoxa-5λ5-phosphaspiro[4.4]non-2-ene
• CAS: 15607-00-8
• 化学式: C₁₇H₁₇O₅P
• 分子量: 332.293
• InChiKey: YTZNQJADHOSZGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 5-dimethylamino-2,3-diphenyl-1,4,6,9-tetraoxa-5λ⁵-phospha-spiro[4.4]non-2-ene 以 苯 为溶剂， 生成 2,3-Diphenyl-5-methoxy-1,4,6,9-tetraoxa-5-phospha-spiro[4.4]-Δ²-nonen
  参考文献：
  名称：

  Bernard,D.; Burgada,R., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1973, vol. 277, p. 433 - 436

  摘要：

  DOI：

文献信息

• Spirooxyphosphoranes
  作者：F. Ramirez、M. Nagabhushanam、C.P. Smith

  DOI：10.1016/s0040-4020(01)82484-4

  日期：1968.1

  Spirooxyphosphoranes with quintuply-connected phosphorus were made from the reaction of phenanthrenequinone, benzil, biacetyl, and 1-phenylpropanedione with 5-membered and 6-membered cyclic phosphite esters and amides. The P31 NMR spectra were compared with those of the oxyphosphoranes derived from open-chain trimethyl and triphenyl phosphites. Further comparisons were made with spiroaminooxyphosphoranes

  带有五重连接磷的螺氧基磷烷是由菲醌，苯甲酰，联乙酰和1-苯基丙烷二酮与5元和6元环状亚磷酸酯和酰胺反应制得的。将P 31 NMR光谱与衍生自开链亚磷酸三甲酯和亚磷酸三苯酯的氧代膦酸酯的光谱进行了比较。与螺氨基氧基膦进行的进一步比较导致P 31的正值大大降低NMR位移，Δ≅20至23 ppm。6元环的影响可以忽略不计。在五元环丙氧基磷杂环戊烷中用氮取代内环氧导致位移的正值Δ≅5 ppm略有增加。用氮替代环外氧会导致位移的正值Δ≅2至4 ppm略有下降。亚磷酸亚乙酯和2，2-二甲基-13-丙二醇环状亚磷酸酯的苯酯对α-二羰基化合物的反应性低于相应的甲酯。
• INVESTIGATIONS ON KINETICS AND MECHANISMS OF REACTIONS OF MONOCYCLIC OXYPHOSPHORANES WITH ETHYLENE GLYCOL
  作者：Nan-Jing Zhang、Xin Chen、Yu-Fen Zhao、Ru-Gang Zhong

  DOI：10.1080/10426509708043558

  日期：1997.7.1

  Abstract The reaction of monocyclic oxyphosphorane compounds 1a, 1b, 1c, with ethylene glycol in pyridine was studied by 31P NMR. The results showed that compound 1a, with an unsaturated five-membered ring reacts slightly faster than compound lb with a saturated ring attached by two trans p-nitro phenyl groups, which reacts 100 times faster than the cis compound lc. To interpret the mechanism, hexacoordinated

  摘要 用31P NMR研究了单环氧正膦化合物1a、1b、1c与乙二醇在吡啶中的反应。结果表明，具有不饱和五元环的化合物 1a 的反应速度略快于具有由两个反式对硝基苯基连接的饱和环的化合物 1b，其反应速度比顺式化合物 lc 快 100 倍。为了解释该机制，提出了六配位中间体 3 和 4。在 PM3 计算的基础上研究了 3b 和 3c 以及 1b 和 1c 的特性。计算表明，化合物1b和1c的酯交换反应活性能相差约2.9 kcal/mol，与我们的实验结果吻合良好，为所提出的机理提供了更多支持。
• Reaction Kinetics of Oxyphosphoranes with Model Compounds of Nucleosides
  作者：Xin Chen、Nan-Jing Zhang、Yu-Fen Zhao

  DOI：10.1006/bioo.1996.1051

  日期：1997.2

  Ester exchange reaction kinetics of oxyphosphoranes with several kinds of alcohols, the model compounds for nucleosides, has been investigated. Comparison of the reaction rates of oxyphosphorane (1) with alcohols indicated that the ester exchange rates of diols were much faster than that of monoalcohols. These results might provide a clue for the intrinsic difference between ribonucleotides and 2'-deoxyribonucleotides. (C) 1997 Academic Press.
• Bernard,D.; Burgada,R., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1973, vol. 277, p. 433 - 436
  作者：Bernard,D.、Burgada,R.

  DOI：——

  日期：——