3-(4-bromophenyl)-2-phenyl-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine

• 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-bromophenyl)-2-phenyl-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine
• 英文别名: 3-(4-bromophenyl)-2-phenyl-4H-1,3,2-benzoxazaphosphinine
• 化学式: C₁₉H₁₅BrNOP
• 分子量: 384.212
• InChiKey: YESMBDMXOQXKTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-bromophenyl)-2-phenyl-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 在 双氧水 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以74%的产率得到3-(4-bromophenyl)-2-phenyl-3,4-dihydrobenzo[e][1,3,2]oxazaphosphinine-2-oxide
  参考文献：
  名称：

  An Efficient Route for the Synthesis of 3-(4-Bromophenyl)-2-Phenyl-3,4-Dihydro-2H-Benzo[E][,32,]Oxazaphosphinine, its P-Chalcogenides and Metal Complexes

  摘要：

  2-[(4-bromophenylamino)-methyl]-phenol (1) gave substantially pure 3-(4-bromophenyl)-2-phenyl-3,4-dihydro-2H-benzo[e][1,3,2]- oxazaphosphinine (2) on cyclization with phenyldichlorophosphine in toluene at 0 degrees C. Reaction of 2 with H2O2 in dichloromethane gave selectively 3. P-chalcogenides (4 and 5) were prepared by reacting 2 with elemental S and Se powder in toluene, whereas the tungsten pentacarbonyl complex 6 was prepared by reacting 2 with [W(CO)(5)(CH3CN)] in tetrahydrofuran at 25 degrees C. Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures.

  DOI：

  10.1080/10426507.2012.717143
• 作为产物：
  描述：

  水杨醛 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 6.5h， 生成 3-(4-bromophenyl)-2-phenyl-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine
  参考文献：
  名称：

  An Efficient Route for the Synthesis of 3-(4-Bromophenyl)-2-Phenyl-3,4-Dihydro-2H-Benzo[E][,32,]Oxazaphosphinine, its P-Chalcogenides and Metal Complexes

  摘要：

  2-[(4-bromophenylamino)-methyl]-phenol (1) gave substantially pure 3-(4-bromophenyl)-2-phenyl-3,4-dihydro-2H-benzo[e][1,3,2]- oxazaphosphinine (2) on cyclization with phenyldichlorophosphine in toluene at 0 degrees C. Reaction of 2 with H2O2 in dichloromethane gave selectively 3. P-chalcogenides (4 and 5) were prepared by reacting 2 with elemental S and Se powder in toluene, whereas the tungsten pentacarbonyl complex 6 was prepared by reacting 2 with [W(CO)(5)(CH3CN)] in tetrahydrofuran at 25 degrees C. Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures.

  DOI：

  10.1080/10426507.2012.717143

文献信息

• An Efficient Route for the Synthesis of 3-(4-Bromophenyl)-2-Phenyl-3,4-Dihydro-2<i>H</i>-Benzo[<i>E</i>][,32,]Oxazaphosphinine, its <i>P</i>-Chalcogenides and Metal Complexes
  作者：Davender Kumar Shukla、Manju Rani、Arif Ali Khan

  DOI：10.1080/10426507.2012.717143

  日期：2013.8.1

  2-[(4-bromophenylamino)-methyl]-phenol (1) gave substantially pure 3-(4-bromophenyl)-2-phenyl-3,4-dihydro-2H-benzo[e][1,3,2]- oxazaphosphinine (2) on cyclization with phenyldichlorophosphine in toluene at 0 degrees C. Reaction of 2 with H2O2 in dichloromethane gave selectively 3. P-chalcogenides (4 and 5) were prepared by reacting 2 with elemental S and Se powder in toluene, whereas the tungsten pentacarbonyl complex 6 was prepared by reacting 2 with [W(CO)(5)(CH3CN)] in tetrahydrofuran at 25 degrees C. Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures.