(2’,6’-dimethoxy-[1,1’-biphenyl]-2-yl)dicyclohexylphosphine 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: (2’,6’-dimethoxy-[1,1’-biphenyl]-2-yl)dicyclohexylphosphine oxide
• 英文别名: dicyclohexyl(2',6'-dimethoxybiphenyl-2-yl)phosphine oxide；2'-(Dicyclohexyl-phosphinoyl)-2,6-dimethoxy-biphenyl；2-(2-dicyclohexylphosphorylphenyl)-1,3-dimethoxybenzene
• 化学式: C₂₆H₃₅O₃P
• 分子量: 426.536
• InChiKey: RRVKXKHJEKNDLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2’,6’-dimethoxy-[1,1’-biphenyl]-2-yl)dicyclohexylphosphine oxide 在 1,3-diphenyldisiloxane 作用下， 以 甲苯 为溶剂， 以87%的产率得到2-双环己基膦-2',6'-二甲氧基联苯
  参考文献：
  名称：

  1,3-二苯基二硅氧烷化学选择性还原氧化膦

  摘要：

  将氧化膦还原为相应的膦是制备这些有价值的试剂的最直接的方法。然而，由于P=O键的强度和/或较差的原子经济性，现有的还原氧化膦的方法存在化学选择性不足的问题。在此，我们报告了迄今为止用于这种​​转化的最强大的化学选择性还原剂的发现，1,3-二苯基二硅氧烷（DPDS）。无添加剂的DPDS选择性还原仲膦氧化物和叔膦氧化物，即使存在醛、硝基、酯、α,β-不饱和羰基、偶氮羧酸酯和氰基官能团，也能保持构型。阿累尼乌斯分析表明， DPDS还原的活化势垒明显低于任何先前计算的硅烷还原系统。催化布朗斯台德酸的加入进一步降低了活化能垒，并首次在室温下实现了硅烷介导的无环氧化膦还原。

  DOI：

  10.1002/chem.201703875
• 作为产物：
  描述：

  2-双环己基膦-2',6'-二甲氧基联苯 在 双氧水 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到(2’,6’-dimethoxy-[1,1’-biphenyl]-2-yl)dicyclohexylphosphine oxide
  参考文献：
  名称：

  卤化铁对芳基氧化膦的远程选择性 C−H 卤化

  摘要：

  我们开发了远程选择性 C−H 溴化，以 FeBr 3作为溴化试剂合成 C4'-溴化二芳基膦氧化物。与底环上带有 2,4,6-三异丙基取代基的底物反应获得 C3'-溴化产物。此外，开发了使用FeCl 3作为氯化剂直接获得C5-氯化全取代(1-萘基)膦。这些卤代化合物可用于交叉偶联反应来构建官能化氧化膦。

  DOI：

  10.1002/adsc.202300486

文献信息

• EUROPIUM COMPLEX
  申请人：TOSOH CORPORATION

  公开号：US20200354389A1

  公开（公告）日：2020-11-12

  To provide europium complexes having high photostability. A europium complex expressed with the following formula (A): wherein, R A and R B are independently a cyclic alkyl group with 3 to 10 carbons, respectively, and R C is a cyclic alkyl group with 3 to 10 carbons or a phenyl group expressed with the following formula (B): (wherein, X A , X B , A C , X D and X E independently represent a hydrogen atom; a fluorine atom; an alkyl group with 1 to 3 carbon(s); an alkyloxy group with 1 to 3 carbon(s); an aryloxy group with 6 to 10 carbons; a fluoroalkyl group with 1 to 3 carbon(s); a fluoroalkyloxy group with 1 to 3 carbon(s); or a phenyl group that may be substituted with a fluorine atom, an alkyl group with 1 to 3 carbon(s), an alkyloxy group with 1 to 3 carbon(s), a fluoroalkyl group with 1 to 3 carbon(s), a fluoroalkyloxy group with 1 to 3 carbon(s), a fluorophenyl group, a hydroxyl group or a cyano group, respectively); R A is a cyclic alkyl group with 3 to 10 carbons; R B and R C are a phenyl group expressed with the formula (B), provided, however, that a case where R A a cyclohexyl group, and, R B and R C are a phenyl group is excluded; or R A , R B and R C independently represent an ortho-substituted phenyl group expressed with the following formula (Ba): (wherein, X E represents a hydrogen atom, an alkyl group with 1 to 3 carbon(s), an alkyloxy group with 1 to 3 carbon(s), a fluoroalkyl group with 1 to 3 carbon(s), a fluoroalkyloxy group with 1 to 3 carbon(s), a naphthyl group that may be substituted with a fluorine atom, a pyridyl group that may be substituted with a fluorine atom, or a phenyl group that is expressed with a formula (C): [wherein, Z A , Z C and Z E independently represent a hydrogen atom, a fluorine atom, an alkyl group with 1 to 3 carbon(s), an alkyloxy group with 1 to 3 carbon(s), a fluoroalkyl group with 1 to 3 carbon(s), a fluoroalkyloxy group with 1 to 3 carbon(s), a phenyl group that may be substituted with a fluorine atom, a hydroxyl group or a cyano group; Z B and Z D independently represent a hydrogen atom or a fluorine atom, respectively], provided, however, that a case where R A , R B and R C are all a phenyl group is excluded), respectively; R D represents a hydrogen atom, a deuterium atom or a fluorine atom; W A and W B independently represent an alkyl group with 1 to 6 carbon(s), a fluoroalkyl group with 1 to 6 carbon(s), a phenyl group, a 2-thienyl group or a 3-thienyl group; and ‘n’ represents an integer of 1 to 3}.

  提供具有高光稳定性的铕配合物。 以下是用以下公式（A）表示的铕配合物： 其中，R A 和R B 分别独立地是具有3至10个碳原子的环烷基基团，而R C 是具有3至10个碳原子的环烷基基团或用以下公式（B）表示的苯基团： （其中，X A 、X B 、A C 、X D 和X E 独立地代表氢原子；氟原子；具有1至3个碳原子的烷基基团；具有1至3个碳原子的烷氧基团；具有6至10个碳原子的芳基氧基团；具有1至3个碳原子的氟烷基基团；具有1至3个碳原子的氟烷氧基团；或者可能被氟原子、具有1至3个碳原子的烷基基团、具有1至3个碳原子的烷氧基团、具有1至3个碳原子的氟烷基基团、具有1至3个碳原子的氟烷氧基团、氟苯基团、羟基或氰基取代的苯基团，分别）； R A 是具有3至10个碳原子的环烷基基团； R B 和R C 是用公式（B）表示的苯基团，但是，排除R A 为环己基团，且R B 和R C 为苯基团的情况；或者 R A ，R B 和R C 独立地表示用以下公式（Ba）表示的邻位取代的苯基团： （其中，X E 代表氢原子、具有1至3个碳原子的烷基基团、具有1至3个碳原子的烷氧基团、具有1至3个碳原子的氟烷基基团、具有1至3个碳原子的氟烷氧基团、可能被氟原子取代的萘基团、可能被氟原子取代的吡啶基团，或者用以下公式（C）表示的苯基团： [其中，Z A 、Z C 和Z E 独立地代表氢原子、氟原子、具有1至3个碳原子的烷基基团、具有1至3个碳原子的烷氧基团、具有1至3个碳原子的氟烷基基团、具有1至3个碳原子的氟烷氧基团、可能被氟原子取代的苯基团、羟基或氰基；Z B 和Z D 独立地代表氢原子或氟原子，但排除R A ，R B 和R C 都是苯基团的情况），分别；R D 代表氢原子、氘原子或氟原子；W A 和W B 独立地表示具有1至6个碳原子的烷基基团、具有1至6个碳原子的氟烷基基团、苯基、2-噻吩基团或3-噻吩基团；‘n’表示1至3的整数。
• Fluoroboron compound, aminomethylating agent for aromatic ring made of the same, and production method of compound containing aminomethyl aromatic ring using aminomethylating agent
  申请人：Tanaka Keigo

  公开号：US20080015351A1

  公开（公告）日：2008-01-17

  A production method of a compound containing a primary, secondary, or tertiary aminomethyl aromatic ring of the present invention includes: using a fluoroboron compound or a dimer thereof, or solvates thereof, which are represented by a formula (I): Ra(Rb)N—CH 2 —BF 3 M   (I) as an aminomethylating agent for an aromatic ring; and reacting the aminomethylating agent with an aromatic ring-containing compound, which can react with the aminomethylating agent, under the presence of a metal catalyst such as a palladium compound so as to perform the direct aminomethylation of the aromatic ring.

  本发明涉及一种含有一级、二级或三级氨甲基芳环的化合物的生产方法，包括以下步骤：使用由式（I）表示的氟硼化合物或其二聚体或溶剂化物作为芳环的氨甲基化试剂；在金属催化剂（如钯化合物）的存在下，将氨甲基化试剂与能够与其反应的含芳环化合物反应，从而进行芳环的直接氨甲基化。式（I）如下：Ra(Rb)N—CH2—BF3M   (I)
• FLUOROBORON COMPOUND, AMINOMETHYLATING AGENT FOR AROMATIC RING MADE OF THE SAME, AND PRODUCTION METHOD OF COMPOUND CONTAINING AMINOMETHYL AROMATIC RING USING AMINOMETHYLATING AGENT
  申请人：TANAKA Keigo

  公开号：US20120010403A1

  公开（公告）日：2012-01-12

  A production method of a compound containing a primary, secondary, or tertiary aminomethyl aromatic ring of the present invention includes: using a fluoroboron compound or a dimer thereof, or solvates thereof, which are represented by a formula (I): Ra(Rb)N—CH 2 —BF 3 M  (I) as an aminomethylating agent for an aromatic ring; and reacting the aminomethylating agent with an aromatic ring-containing compound, which can react with the aminomethylating agent, under the presence of a metal catalyst such as a palladium compound so as to perform the direct aminomethylation of the aromatic ring.

  本发明涉及一种含有一级、二级或三级氨甲基芳香环的化合物的生产方法，包括：使用由公式（I）表示的氟硼化合物或其二聚体或其溶剂化物作为芳香环的氨甲基化试剂，其中，公式（I）为：Ra（Rb）N—CH2—BF3M  （I）；并在金属催化剂（如钯化合物）的存在下，将氨甲基化试剂与可以与其反应的含芳香环化合物反应，以进行芳香环的直接氨甲基化。
• Rationale Behind the Resistance of Dialkylbiaryl Phosphines toward Oxidation by Molecular Oxygen
  作者：Timothy E. Barder、Stephen L. Buchwald

  DOI：10.1021/ja0683180

  日期：2007.4.1

  Electron-rich dialkylbiaryl phosphines, which comprise a common class of supporting ligands for Pd-catalyzed cross-coupling reactions, are highly resistant toward oxidation by molecular oxygen. Presented herein are possible reasons why this class of phosphine ligands manifests this property. Experimental and theoretical data suggest that the two alkyl substituents on the phosphorus center and the 2' and 6' positions of the biaryl backbone play an important role in inhibiting oxidation of this class of ligands.
• FLUOROBORON COMPOUND, AMINOMETHYLATING AGENT FOR AROMATIC RING COMPRISING THE COMPOUND, AND PROCESS FOR PRODUCTION OF COMPOUND HAVING AMINOMETHYL-AROMATIC RING USING THE AMINOMETHYLATING AGENT
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP2039697B1

  公开（公告）日：2013-09-04