benzyldicyclohexylphosphine oxide

• 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: benzyldicyclohexylphosphine oxide
• 英文别名: Dicyclohexylbenzylphosphine oxide；dicyclohexylphosphorylmethylbenzene
• 化学式: C₁₉H₂₉OP
• 分子量: 304.412
• InChiKey: CBKPYEHHMDSZBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  benzyldicyclohexylphosphine oxide 、 4-叔丁基溴苯 在 palladium diacetate 、 sodium hydride 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 mineral oil 为溶剂， 反应 16.0h， 以84%的产率得到((4-(tert-butyl)phenyl)(phenyl)methyl)dicyclohexylphosphine oxide
  参考文献：
  名称：

  Palladium-Catalyzed α-Arylation of Benzylic Phosphine Oxides

  摘要：

  A novel approach to prepare diarylmethyl phosphine oxides from benzyl phosphine oxides via deprotonative cross-coupling processes (DCCP) is reported. The optimization of the reaction was guided by High-Throughput Experimentation (HTE) techniques. The Pd(OAc)(2)/Xantphos-based catalyst enabled the reaction between benzyl diphenyl or dicyclohexyl phosphine oxide derivatives and aryl bromides in good to excellent yields (51-91%).

  DOI：

  10.1021/ol403124g
• 作为产物：
  描述：

  环己基溴化镁 在 sodium hydride 、 亚磷酸二乙酯 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 8.42h， 生成 benzyldicyclohexylphosphine oxide
  参考文献：
  名称：

  Palladium-Catalyzed α-Arylation of Benzylic Phosphine Oxides

  摘要：

  A novel approach to prepare diarylmethyl phosphine oxides from benzyl phosphine oxides via deprotonative cross-coupling processes (DCCP) is reported. The optimization of the reaction was guided by High-Throughput Experimentation (HTE) techniques. The Pd(OAc)(2)/Xantphos-based catalyst enabled the reaction between benzyl diphenyl or dicyclohexyl phosphine oxide derivatives and aryl bromides in good to excellent yields (51-91%).

  DOI：

  10.1021/ol403124g

文献信息

• Synthesis of benzyl sulfides<i>via</i>substitution reaction at the sulfur of phosphinic acid thioesters
  作者：Yoshitake Nishiyama、Takamitsu Hosoya、Suguru Yoshida

  DOI：10.1039/d0cc02039g

  日期：——

  An ambident electrophilicity of phosphinic acid thioesters is disclosed. Unexpected carbon-sulfur bond formation took place in the reaction between phosphinic acid thioesters and benzyl Grignard reagents. The developed method for benzyl sulfides has a wide substrate scope and was applicable for the synthesis of a drug analog.

  公开了次膦酸硫酯的亲环境亲电性。次膦酸硫酯与苄基格氏试剂之间的反应发生了意外的碳硫键形成。所开发的苄基硫的方法具有广泛的底物范围，可用于合成药物类似物。
• 一种三取代氧膦化合物的合成方法
  申请人：信阳师范学院

  公开号：CN109678901B

  公开（公告）日：2021-05-28

  本发明提供了一种三取代氧膦化合物的合成方法。该方法使用廉价易得、来源广泛、稳定低毒的一元醇或二元醇为烷基化试剂，使用廉价易得的卤硅烷作为催化剂，经过高选择性反应直接得到三取代氧膦化合物。该反应方法简单，条件温和、无需溶剂、易于操作，反应副产物是水。本方法对反应条件的要求较低，可利用苄基型、烯丙基型和脂肪型醇类为烷基化试剂，可实现目标氧膦化合物的合成，具有较广的适用范围。本方法也可以很方便地放大20倍生产，进行产物的克级制备，因此也应具有一定的研究和工业应用前景。
• Copper-catalyzed C–P cross-coupling of arylmethyl quaternary ammonium salts via C–N bond cleavage
  作者：Nutao Li、Feng Chen、Guanghui Wang、Qingle Zeng

  DOI：10.1007/s00706-019-02535-y

  日期：2020.1

  AbstractA ligand-free copper-catalyzed C–P cross-coupling reaction of arylmethyl quaternary ammonium salts and diarylphosphine oxides in air is developed. Arylmethyl quaternary ammonium salts with various functional groups and a variety of dialkyl- and diarylphosphine oxides afford C–P cross-coupling products with good yields. This protocol requires no inert atmosphere, no ligand, and simple operation

  摘要开发了无配体的铜催化空气中芳基甲基季铵盐和二芳基膦氧化物的C-P交叉偶联反应。具有各种官能团的芳基甲基季铵盐以及各种二烷基和二芳基膦氧化物可提供具有良好收率的C-P交叉偶联产物。该方案不需要惰性气氛，没有配体和简单的操作步骤。 图形摘要
• FLAME RETARDANT MOLDING COMPOSITIONS
  申请人：Xue Siqi

  公开号：US20120029122A1

  公开（公告）日：2012-02-02

  Thermoplastic molding compositions, comprising A) from 10 to 98% by weight of a thermoplastic polymer, B) from 0.5 to 40% by weight of a flame retardant compound comprising phosphorus, C) from 0.5 to 35% by weight of iron sulfide, D) from 0 to 70% by weight of further additives, where the total of the percentages by weight of components A) to D) is 100%.

  热塑性模塑组合物，包括A）10至98重量％的热塑性聚合物，B）0.5至40重量％的含磷阻燃化合物，C）0.5至35重量％的硫化铁，D）0至70重量％的其他添加剂，其中组分A）至D）的重量百分比之和为100％。
• Impact resistant thermoplastic molding materials comprised of syndiotactic polystyrene, glass fibers and acrylate impact modifiers
  申请人：——

  公开号：US20030130403A1

  公开（公告）日：2003-07-10

  Thermoplastic molding compositions comprising, as substantive constituents A) from 5 to 95% by weight of a vinylaromatic polymer having a syndiotactic structure, B) from 2 to 50% by weight of an inorganic filler, C) from 1 to 45% by weight of an elastomeric, particulate graft polymer, D) from 1 to 10% by weight of a compatibilizer, and, where appropriate, E) from 1 to 45% by weight of an elastomeric particulate styrene-diene block copolymer whose diene fraction may have been completely or to some extent hydrogenated, and, where appropriate, F) from 1 to 35% by weight of a thermoplastic elastomer based on copolymers made from vinylaromatic monomers, dienes, and, where appropriate, 1,1-diphenylethylene, and, where appropriate, G) additives, where the total of the percentages by weight of A) to G) is 100.

  热塑性模塑组合物，其实质性成分包括 A) 5%至 95%（按重量计）的乙烯芳香族聚合物，具有双向对位结构、 B) 2%至 50%（按重量计）的无机填料、 C) 1%至 45%（按重量计）的弹性颗粒接枝聚合物、 D) 1-10%（按重量计）的相容剂，以及适当情况下的相容剂、 E) 1-45%（按重量计）的弹性微粒苯乙烯-二烯嵌段共聚物，其二烯部分可能已完全氢化或在一定程度上氢化、 F) 以乙烯基芳香族单体、二烯和（如适用）1,1-二苯基乙烯共聚物为基 础的热塑性弹性体，按重量计，含量为 1%至 35%、 G) 添加剂、 其中 A）至 G）的重量百分比总和为 100。