diphenyl(4-phenylbutyl)phosphine oxide | 1123881-24-2

• 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: diphenyl(4-phenylbutyl)phosphine oxide
• 英文别名: 4-Diphenylphosphorylbutylbenzene；4-diphenylphosphorylbutylbenzene
• CAS: 1123881-24-2
• 化学式: C₂₂H₂₃OP
• 分子量: 334.398
• InChiKey: MYBLFGWKYRTWKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-苯基-1-丁烯 、 Diphenylphosphine oxide 在 罗丹明B 作用下， 以 异丙醇 为溶剂， 反应 12.0h， 以59%的产率得到diphenyl(4-phenylbutyl)phosphine oxide
  参考文献：
  名称：

  未活化的氢膦酰化 烯烃 和 二次膦 氧化物 在可见光光催化下

  摘要：

  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。

  DOI：

  10.1039/c3gc40482j

文献信息

• Solvent-controlled direct radical oxyphosphorylation of styrenes mediated by Manganese(III)
  作者：Guo-Yu Zhang、Cheng-Kun Li、Da-Peng Li、Run-Sheng Zeng、Adedamola Shoberu、Jian-Ping Zou

  DOI：10.1016/j.tet.2016.04.013

  日期：2016.6

  Direct radical oxyphosphorylation of styrenes with diarylphosphine oxides and dialkyl phosphites mediated by Mn(OAc)3 is described. The solvent played a key role in this selective difunctionalization reaction.

  描述了由Mn（OAc）3介导的苯乙烯与二芳基膦氧化物和亚磷酸二烷基酯的直接自由基氧基磷酸化。溶剂在该选择性双官能化反应中起关键作用。
• Copper-catalyzed allylic C–H phosphonation
  作者：Bin Yang、Hong-Yu Zhang、Shang-Dong Yang

  DOI：10.1039/c4ob02687j

  日期：——

  An efficient copper-catalyzed allylic C–H phosphonation reaction has been developed under mild reaction conditions. This method exhibits high regioselectivity and stereoselectivity. Various alkenes with useful functional groups are compatible in this transformation. Preliminary mechanistic studies reveal that the pH value and the loading of Ag-salt were the key factors to change the composition of

  在温和的反应条件下，已开发出一种有效的铜催化的烯丙基CH膦酸化反应。该方法表现出高的区域选择性和立体选择性。具有有用官能团的各种烯烃在该转化中是相容的。初步的机理研究表明，pH值和银盐的负载量是改变产品组成的关键因素。
• Light-promoted photocatalyst-free and redox-neutral hydrosulfonylation of unactivated alkenes using sulfinic acid
  作者：Yibo Song、Cheng Li、Xueyuan Hu、Hongdie Zhang、Yujian Mao、Xiachang Wang、Chen Wang、Lihong Hu、Jianming Yan

  DOI：10.1039/d4gc00440j

  日期：——

  A hydrosulfonylation reaction of unactivated alkenes with sulfinic acids was realized under light irradiation. This reaction features photocatalyst- and additive-free conditions. A diverse set of unactivated alkenes can be transformed into alkyl-substituted sulfones with good yields and anti-Markovnikov regioselectivity. The present protocol was amenable to gram-scale synthesis, as well as late-stage

  在光照射下实现了未活化烯烃与亚磺酸的氢磺酰化反应。该反应的特点是无光催化剂和无添加剂的条件。多种未活化的烯烃可以转化为烷基取代的砜，具有良好的产率和抗马尔可夫尼科夫区域选择性。本方案适用于克级合成以及药物和天然产物的后期修饰。对紫外-可见光吸收的初步机理研究表明亚磺酸作为光吸收物质的关键作用。 DFT 计算还揭示了该反应的机制，该反应可能涉及自由基链途径。
• Direct Radical Acetoxyphosphorylation of Styrenes Mediated by Manganese(III)
  作者：Shao-Fang Zhou、Da-Peng Li、Kui Liu、Jian-Ping Zou、Olayinka Taiwo Asekun

  DOI：10.1021/jo5023298

  日期：2015.1.16

  Direct radical acetoxyphosphorylation of styrenes mediated by Mn(OAc)(3) with diphenylphosphine oxide and dialkyl phosphites was described, and a new type of difunctionalization of alkenes was achieved.
• Phosphinoyl Radical Initiated Vicinal Cyanophosphinoylation of Alkenes
  作者：Pei-Zhi Zhang、Ling Zhang、Jian-An Li、Adedamola Shoberu、Jian-Ping Zou、Wei Zhang

  DOI：10.1021/acs.orglett.7b02621

  日期：2017.10.20

  A double-functionalization reaction of alkenes through Mn-(OAc)(3)-mediated phosphinoyl radical addition followed by CuCN-catalyzed cyanation is introduced. This one-pot reaction is performed under mild conditions to afford vicinal cyanophosphinoylation products.