(3-phenoxypropyl)diphenylphosphine oxide | 14580-96-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (3-phenoxypropyl)diphenylphosphine oxide
• 英文别名: (3-Phenoxypropyl)diphenylphosphine oxide；3-diphenylphosphorylpropoxybenzene
• CAS: 14580-96-2
• 化学式: C₂₁H₂₁O₂P
• 分子量: 336.37
• InChiKey: PAGVJBPTEKHJIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2,2-Triphenyl-1,2-λ⁵-oxaphospholan 生成 (3-phenoxypropyl)diphenylphosphine oxide
  参考文献：
  名称：

  2,2,2-三苯基-1,2-氧杂磷（V）olan和-氧杂ars（V）olan

  摘要：

  由3-羟丙基三苯基碘化prepared制备2,2,2-三苯基-1，2-氧杂磷（V）olan，并将其在300°重排为3-苯氧基丙基二苯基膦。由相应的son盐制备了2,2,2-三苯基-1，2-氧杂芳基（V）olan，并在160–180°下得到了三苯基ar和烯丙醇。给出了标题化合物的核磁共振谱。

  DOI：

  10.1039/j39670001099

文献信息

• Visible light induced hydrophosphinylation of unactivated alkenes catalyzed by salicylaldehyde
  作者：Zeqin Yuan、Simin Wang、Miaomiao Li、Tian Chen、Jiaye Fan、Fuying Xiong、Qianggen Li、Ping Hu、Bi-Qin Wang、Peng Cao、Yang Li

  DOI：10.1039/d1gc00374g

  日期：——

  An air and water insensitive visible light induced hydrophosphinylation of unactivated alkenes is reported. A small amount of a simple and cheap compound, salicylaldehyde, is used as a photosensitizer. The reaction is carried out in a basic aqueous solution which enables the deprotonated salicylaldehyde to show visible light absorption.

  据报道，对空气和水不敏感的可见光引起未活化烯烃的氢膦化作用。少量简单廉价的化合物水杨醛用作光敏剂。该反应在碱性水溶液中进行，该碱性水溶液能够使去质子化的水杨醛表现出可见光吸收。
• Photoinduced selective hydrophosphinylation of allylic compounds with diphenylphosphine oxide leading to γ-functionalized P-ligand precursors
  作者：Dat Phuc Tran、Yuki Sato、Yuki Yamamoto、Shin-ichi Kawaguchi、Shintaro Kodama、Akihiro Nomoto、Akiya Ogawa

  DOI：10.1007/s11164-021-04433-7

  日期：2021.7

  addition of diphenylphosphine oxide (Ph2P(O)H) to allylic compounds under photoirradiation. The photoinduced addition proceeds regioselectively in an anti-Markovnikov manner, and phosphines having hydroxy, alkoxy, aryloxy, acyloxy, and thio groups at the γ-position can be prepared by simple operation. Interestingly, novel continuous addition of Ph2P(O)H to two molecules of allylic ethers and related compounds

  通过在光辐射下将二苯基膦氧化物（Ph 2 P（O）H）自由基加成到烯丙基化合物上，可以方便地合成一系列有望作为γ-官能化膦配体前体的双官能膦化合物。光诱导的加成以反马尔科夫尼科夫方式区域选择性地进行，并且可以通过简单的操作来制备在γ-位具有羟基，烷氧基，芳氧基，酰氧基和硫基的膦。有趣的是，虽然产量适中，但仍观察到将Ph 2 P（O）H连续新颖地添加到两个分子的烯丙基醚和相关化合物中。详细讨论了烯丙基取代基对自由基加成的取代基和空间效应。
• Hydrophosphinylation of unactivated alkenes with secondary phosphine oxides under visible-light photocatalysis
  作者：Woo-Jin Yoo、Shū Kobayashi

  DOI：10.1039/c3gc40482j

  日期：——

  A visible light induced hydrophosphinylation of unactivated alkenes with diaryl phosphine oxides was found to occur with good yields and under mild reaction conditions in the presence of an inexpensive and commercially available organic dye as a photocatalyst.

  可见光诱导未激活的氢膦化作用 烯烃 与二芳基 氧化膦 在廉价和可商购获得的有机物存在下，发现以良好的收率和温和的反应条件发生 染料 作为光催化剂。
• Photoinduced hydrophosphinylation of alkenes with diphenylphosphine oxide
  作者：Shin-ichi Kawaguchi、Akihiro Nomoto、Motohiro Sonoda、Akiya Ogawa

  DOI：10.1016/j.tetlet.2008.11.079

  日期：2009.2

  Photoinduced hydrophosphinylation of alkenes with diphenylphosphine oxide took place regioselectively affording the corresponding phosphine oxide in good yields. This hydrophosphinylation is of simple operation and widely tolerant to a variety of the functionalities. (C) 2008 Elsevier Ltd. All rights reserved.
• Al³⁺ Dopants Induced Mg²⁺ Vacancies Stabilizing Single-Atom Cu Catalyst for Efficient Free-Radical Hydrophosphinylation of Alkenes
  作者：Qi Xu、Chenxi Guo、Beibei Li、Zedong Zhang、Yajun Qiu、Shubo Tian、Lirong Zheng、Lin Gu、Wensheng Yan、Dingsheng Wang、Jian Zhang

  DOI：10.1021/jacs.2c01456

  日期：2022.3.16