1,1'-(1R)-[1,1'-联萘]-2,2'-双[1,1-环己基]膦 | 121457-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,1'-(1R)-[1,1'-联萘]-2,2'-双[1,1-环己基]膦
• 英文名称: 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl
• 英文别名: 2,2'-bis[di(cyclohexyl)phosphino]-1,1'-binaphthyl；Cy-BINAP；2,2'-bis[di(cyclohexyll)phosphino]-1,1'-binaphthyl；2,2'-bis(di(cyclohexyl)phosphino)-1,1'-binaphthyl；2,2'-bis(dicyclohexylphosphino)-1,1'-binaphthyl；dicyclohexyl-[1-(2-dicyclohexylphosphanylnaphthalen-1-yl)naphthalen-2-yl]phosphane
• CAS: 121457-42-9；139139-92-7；213774-71-1
• 化学式: C₄₄H₅₆P₂
• 分子量: 646.876
• InChiKey: VJVGVDCTJLFWMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.4
• 重原子数：
  46
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  1,1'-(1R)-[1,1'-联萘]-2,2'-双[1,1-环己基]膦 在 palladium(II) iodide 、 双(4-甲氧亚苄基)丙酮 、 sodium hydroxide 、 1,2-双(二苯基膦)乙烷 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 24.0h， 以73%的产率得到(R)-2-(dicyclohexylphosphino)-2′-(dicyclohexylphosphinyl)-1,1′-binaphthyl
  参考文献：
  名称：

  用于非对称Heck反应的双膦氧化物的高活性催化剂。

  摘要：

  双膦氧化物形成高活性的不对称Heck催化剂，可用于药理活性氮杂环化合物的不对称合成。不同于P，N-配体，通过顺式途径进行烯烃插入。

  DOI：

  10.1039/c3cc45233f
• 作为产物：
  描述：

  二环己基磷酰氯 在 正丁基锂 、 三氯硅烷 、 三乙胺 作用下， 以 xylene 为溶剂， 反应 48.5h， 生成 1,1'-(1R)-[1,1'-联萘]-2,2'-双[1,1-环己基]膦
  参考文献：
  名称：

  Zhang, Xiaoyong; Mashima, Kazushi; Koyano, Kinko, Journal of the Chemical Society. Perkin transactions I, 1994, # 16, p. 2309 - 2322

  摘要：

  DOI：
• 作为试剂：
  描述：

  1-氨基-7-萘酚 在 [Rh(cod)2]BARF 、 sodium hydride 、 potassium carbonate 、 1,1'-(1R)-[1,1'-联萘]-2,2'-双[1,1-环己基]膦 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 0.17h， 生成 2,6-[1,4-(1,7-naphthylene)-5-oxaundecano]-2,3-dihydro-4,7-dimethyl-1H-pyrrolo[3,4-c]pyridine
  参考文献：
  名称：

  Enantioselective synthesis of tripodal cyclophanes and pyridinophanes by intramolecular [2+2+2] cycloaddition

  摘要：

  An enantioselective intramolecular [2+2+2] cycloaddition of 2-aminophenol-tethered triynes and diyne-nitriles proceeded using the chiral Rh catalysts, and tripodal cyclophanes and pyridinophanes with a long ansa chain (up to [16]pyridinophane) were obtained in acceptable yield with high to almost perfect ee. In the reaction of triynes, we elucidated that the oxygen atom at the alkyne terminus is essential for the excellent enantioselectivity. For the construction of cage-type molecule, the choice of rigid tether, which connects 1,6-diyne moiety with a side carbon chain having alkyne or cyano group on its terminus, was important, and 8-amino-2-naphthol moiety was also a preferable tether. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.046

文献信息

• Axially Asymmetric Phosphorus Compound and Production Method Thereof
  申请人：Tanaka Ken

  公开号：US20090227805A1

  公开（公告）日：2009-09-10

  Problem to be Solved: To provide an axially asymmetric optically active biarylphosphorus compound that can easily produced without the step of optical resolution which was almost indispensable in conventional methods. Solution: A method for producing an axially asymmetric phosphorus compound represented by the general formula (1), comprising a cycloaddition reaction of a compound having a triple bond with the use of a catalyst containing rhodium metal and an optically active bisphosphine. (In the formula, J is an oxygen atom, a sulfur atom or BH 3 ; R 1 and R 2 independently are an alkyl, cycloalkyl, aryl, alkoxy and aryloxy group; a1 and a2 independently are 0 or 1; R 3 to R 10 independently are an alkyl, cycloalkyl, aryl, alkoxy and aryloxy group; two among R 3 to R 10 may form a ring; and * is axial asymmetry.)

  要解决的问题：提供一种轴向不对称的光学活性联苯磷化合物，可以在传统方法中几乎不可或缺的光学分辨步骤之外轻松生产。 解决方案：一种生产由通式（1）表示的轴向不对称磷化合物的方法，包括使用含有铑金属和光学活性双膦的催化剂进行含有三键化合物的环加成反应。 （在公式中，J是氧原子、硫原子或BH3；R1和R2独立地是烷基、环烷基、芳基、烷氧基和芳氧基；a1和a2独立地为0或1；R3到R10独立地是烷基、环烷基、芳基、烷氧基和芳氧基；R3到R10中的两个可能形成环；*表示轴向不对称。）
• Chemoselective asymmetric hydrogenation of α,β-unsaturated carbonyl compounds to allylic alcohols catalysed by [Ir(binap)(cod)]BF4-aminophosphine
  作者：Kazushi Mashima、Takeshi Akutagawa、Xiaoyong Zhang、Hidemasa Takaya、Takanao Taketomi、Hidenori Kumobayashi、Susumu Akutagawa

  DOI：10.1016/0022-328x(92)83231-6

  日期：1992.4

  Asymmetric hydrogenation of (E)-4-phenyl-3-buten-2-one by use of [Ir(binap)(cod)]BF4 and o-di-methylaminophenyldiphenylphosphine afforded (E)-4-phenyl-3-buten-2-ol in 97% chemoselectivity and in 65% enantiomeric excess. A mixed ligand iridium dihydride complex containing both BINAP and the aminophosphine ligand has been shown to be the catalytically active species.

  通过[Ir（binap）（cod）] BF 4和邻-二甲基氨基苯基二苯基膦的不对称氢化（E）-4-苯基-3-丁烯-2-酮，得到（E）-4-苯基-3-丁烯-2-ol的化学选择性为97％，对映体过量为65％。含有BINAP和氨基膦配体的混合配体铱二氢化物配合物已被证明是具有催化活性的物质。
• Ligands for metals and improved metal-catalyzed processes based thereon
  申请人：——

  公开号：US20040171833A1

  公开（公告）日：2004-09-02

  One aspect of the present invention relates to ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

  本发明的一个方面涉及过渡金属配体。本发明的第二个方面涉及在过渡金属催化的碳-杂原子和碳-碳键形成反应中使用包含这些配体的催化剂。所述方法提供了过渡金属催化反应的许多特征的改进，包括适用底物的范围、反应条件和效率。
• PROCESS FOR PRODUCING PHENYL-SUBSTITUTED HETEROCYCLIC DERIVATIVE THROUGH COUPLING USING TRANSITION METAL CATALYST
  申请人：Komiyama Masato

  公开号：US20110313169A1

  公开（公告）日：2011-12-22

  A process for efficiently producing, through few steps either a xanthine oxidase inhibitor, which is a therapeutic agent for hyperuricemia, or an intermediate therefore. The process is a novel coupling process which comprises subjecting a compound represented by formula (1) to coupling reaction with a compound represented by formula (2) in the presence of a transition metal compound to thereby obtain a compound represented by formula (3).

  一种高效生产黄嘌呤氧化酶抑制剂或其中间体的方法，该抑制剂是治疗高尿酸血症的药物。该方法是一种新型偶联过程，包括将式（1）表示的化合物与式（2）表示的化合物在过渡金属化合物存在下进行偶联反应，从而获得式（3）表示的化合物。
• PROCESS FOR PRODUCING OPTICALLY ACTIVE AMINE
  申请人：TAKASAGO INTERNATIONAL CORPORATION

  公开号：US20150210657A1

  公开（公告）日：2015-07-30

  A process for producing an optically active amine compound, characterized by asymmetrically hydrogenating a prochiral carbon-nitrogen double bond in the presence of a ruthenium complex represented by general formula (1) or (2) (wherein P represents an optically active diphosphine, X represents an anionic group, and Ar represents an optionally substituted arylene group).

  一种制备光学活性胺化合物的方法，其特征在于在存在由通用式（1）或（2）表示的钌配合物的情况下，对一个丙半胱氨基双键进行不对称氢化（其中P代表光学活性二膦，X代表阴离子基团，Ar代表可选择取代的芳基基团）。