(S)-(6,6'-dihydroxybiphenyl-2,2'-diyl)bis(diphenylphosphine 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: (S)-(6,6'-dihydroxybiphenyl-2,2'-diyl)bis(diphenylphosphine oxide)
• 英文别名: (S)-[6,6'-dihydroxybiphenyl-2,2'-diyl]bis(diphenyl-phosphinoxide)；(6,6'-Dihydroxybiphenyl-2,2'-diyl)bis(diphenylphosphine Oxide)；3-diphenylphosphoryl-2-(2-diphenylphosphoryl-6-hydroxyphenyl)phenol
• 化学式: C₃₆H₂₈O₄P₂
• 分子量: 586.563
• InChiKey: PCQJQLYESHHPLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溴代环己烷 、 (S)-(6,6'-dihydroxybiphenyl-2,2'-diyl)bis(diphenylphosphine oxide) 在 potassium carbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 48.0h， 以93%的产率得到(S)-[6-cyclohexyloxy-6'-hydroxy-biphenyl-2,2'-diyl]-bis(diphenylphosphinoxide)
  参考文献：
  名称：

  Chirale Phosphane zur Verwendung in asymmetrischen Synthesen

  摘要：

  公开号：

  EP1516880B1
• 作为产物：
  描述：

  (R)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(diphenylphosphine oxide) 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-(6,6'-dihydroxybiphenyl-2,2'-diyl)bis(diphenylphosphine oxide)
  参考文献：
  名称：

  (R)-(6,6′-Dihydroxybiphenyl-2,2′-diyl)bis(diphenylphosphine oxide) methanol solvate

  摘要：

  The title compound, C36H28O4P2.CH4O, was synthesized directly from the methoxy analogue. The crystal structure shows that one OH group interacts with an O atom of a phosphine oxide group in an adjacent molecule, while the other OH group complexes with the methanol solvent molecule via intermolecular hydrogen bonds. An O atom of one phosphine oxide group interacts with the hydroxy H atom of methanol via a hydrogen bond. There are intra- and intermolecular pi-pi interactions between the phenyl rings. All these interactions result in the formation of supramolecular chiral parallelogram channels via self-assembly.

  DOI：

  10.1107/s0108270102021042

文献信息

• Biphenyldiphosphine compounds
  申请人：Chan Sun-Chi Albert

  公开号：US20050014633A1

  公开（公告）日：2005-01-20

  The present invention provides compounds of the formula wherein R is optionally substituted lower alkyl, cycloalkyl or aryl; R′ is alkyl or aryl; n is zero or an integer of 1 or 2; or an enantiomer thereof; or an enantiomeric mixture thereof. The compounds of formula (I) are bridged C 2 -symmetric biphenyldiphosphine analogs and, thus, may be employed as ligands to generate chiral transition metal catalysts which may be applied in a variety of asymmetric reactions. The compounds of the present invention are easily accessible in high diastereomeric and optical purity according to the methods disclosed herein.

  本发明提供了以下公式的化合物，其中R是可选择取代的较低烷基、环烷基或芳基；R′是烷基或芳基；n为零或1或2的整数；或其对映体；或其对映体混合物。公式（I）的化合物是桥接的C2对称的联苯二膦类似物，因此可以作为配体用于生成手性过渡金属催化剂，可应用于各种不对称反应。根据本文所披露的方法，本发明的化合物易于高对映异构和光学纯度地获取。
• Enantiopure bisphosphine ligands with appended crown ether groups as regulation sites for Rh-mediated hydrogenations
  作者：Héctor Fernández-Pérez、Ignasi Mon、Antonio Frontera、Anton Vidal-Ferran

  DOI：10.1016/j.tet.2015.02.073

  日期：2015.7

  efficient preparation of a set of enantiopure bisphosphine ligands, whose backbone incorporates an array of diverse crown ethers as distal regulation sites via well-defined supramolecular interactions to tune the catalytic properties of the bisphosphine groups. These new ligands enabled very good catalytic activity in rhodium-mediated asymmetric hydrogenations at low catalyst loadings, while the enantioselectivity

  本文报道了对映体纯双膦配体的有效制备，其骨架通过明确定义的超分子相互作用掺入了一系列不同的冠醚作为远端调节位点，以调节双膦基的催化性能。这些新的配体在低催化剂负载下，在铑介导的不对称氢化中具有非常好的催化活性，而对映选择性仍保持中等水平。通过适当的双膦配体和不同的调节剂的组合，获得了对氢化反应的对映选择性略有正调节作用。
• Process for the preparation of non-chiral and optically active organic compounds containing hydroxyl groups
  申请人：——

  公开号：US20020111515A1

  公开（公告）日：2002-08-15

  Non-chiral and, in particular, optically active alcohols are prepared from a carbonyl compound with hydrogen in the presence of a catalyst, a base and optionally a diamine in an advantageous manner if a catalyst it used which contains both a support-bonded Ru(II) complex bisphosphine liquid and also a diamine ligand.

  在催化剂、碱和二胺存在的情况下，用羰基化合物加氢制备非手性，特别是光学活性醇，如果使用的催化剂既含有支撑键合的 Ru(II) 复合物双膦液，又含有二胺配体，则制备方法更为有利。
• Chiral ligands for application in asymmetric syntheses
  申请人：Meseguer Benjamin

  公开号：US20060161022A1

  公开（公告）日：2006-07-20

  The present invention relates to biarylbisphosphines and intermediates thereof. The scope of the invention further encompasses catalysts preparable from the biarylbisphosphines and their use in asymmetric syntheses.

  本发明涉及双芳基二膦及其中间体。本发明的范围还包括可由双芳基二膦制备的催化剂及其在不对称合成中的应用。
• [DE] ISOMERISIERUNG VON CHIRAL EINHEITLICHEN O,O'-DIHYDROXY-BIPHENYLDERIVATEN<br/>[EN] ISOMERISATION OF CHIRAL HOMOGENEOUS O,O'-DIHYDROXYBIPHENYL DERIVATIVES<br/>[FR] ISOMERISATION DE DERIVES HOMOGENES CHIRAUX DE O,O'-DIHYDROXY-BIPHENYLE
  申请人：ARLT DIETER

  公开号：WO2004031110A3

  公开（公告）日：2004-06-10