(R)-N-(2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-yl)methanesulfonamide

• 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: (R)-N-(2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-yl)methanesulfonamide
• 英文别名: (S)-N-(2'-(Diphenylphosphanyl)-[1,1'-binaphthalen]-2-yl)methanesulfonamide；N-[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]methanesulfonamide
• 化学式: C₃₃H₂₆NO₂PS
• 分子量: 531.615
• InChiKey: KPRMYNMPHNCTDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 (R)-N-(2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-yl)methanesulfonamide 以 甲苯 为溶剂， 反应 16.0h， 以72%的产率得到
  参考文献：
  名称：

  具有酰胺部分的手性双官能季铵化溴化膦催化剂的设计

  摘要：

  设计了具有酰胺部分的新型双官能季铵化溴化物，用于在无碱相转移条件下对β-酮酸酯进行高度对映选择性的亚磺酰化和氯化反应。催化剂的酰胺部分的调节对于实现高反应性和对映选择性是至关重要的。

  DOI：

  10.1021/ol4013926
• 作为产物：
  描述：

  (R)-(-)-2-amino-2'-diphenylphosphinyl-1,1'-binaphthyl 在 吡啶 、 三氯硅烷 、 三乙胺 作用下， 以 二氯甲烷 、 xylene 为溶剂， 反应 41.0h， 生成 (R)-N-(2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-yl)methanesulfonamide
  参考文献：
  名称：

  Efficient synthesis of optically active 2-amino-2'-diphenylphosphino-1,1'-binaphthyl and its derivatives

  摘要：

  具有各种官能团的具有光学活性的2-氨基-2'-二苯基磷酰基-1,1'-联萘，例如氨基，烷氧羰基氨基，酰胺基，单烷基和双烷基氨基，以及C2位置的磺酰胺基被制备。上述氨基磷酸酯的关键中间体是由具有光学活性的2-氰基-2'-二苯基磷酰基-1,1'-联萘合成的2-氨基甲酰基-2'-二苯基磷酰基-1,1'-联萘。将甲酰基转化为氨基是通过Hofmann反应实现的。关键词：氨基磷酸酯配体，Hofmann反应，光学活性磷酸酯配体。

  DOI：

  10.1139/v99-248

文献信息

• Chiral Phosphine-Catalyzed Enantioselective Construction of γ-Butenolides Through Substitution of Morita−Baylis−Hillman Acetates with 2-Trimethylsilyloxy Furan
  作者：Ying-Qing Jiang、Yong-Ling Shi、Min Shi

  DOI：10.1021/ja802422d

  日期：2008.6.1

  Chiral multifunctional phosphine (R)-N-(2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-yl)methanesulfonamide L2 or (R)-N-(2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-yl)acetamide L3 is an efficient catalyst in the allylic substitutions of MBH acetates 1 with 2-trimethylsilyloxy furan 2 to provide gamma-butenolides 3 in good to excellent yields and enantiomeric excesses in the presence of water.

  手性多功能膦 (R)-N-(2'-二苯基膦酰基-[1,1']联萘基-2-基)甲磺酰胺 L2 或 (R)-N-(2'-二苯基膦酰基-[1,1']联萘基- 2-基）乙酰胺 L3 是 MBH 乙酸酯 1 与 2-三甲基甲硅烷氧基呋喃 2 烯丙基取代的有效催化剂，以在水存在下以良好至极好的产率和对映体过量提供 γ-丁烯内酯 3。
• Complexes of transition metals with novel axial asymmetric compounds as the ligands
  申请人：Takasago International Corporation

  公开号：US06323353B1

  公开（公告）日：2001-11-27

  The invention provides a metal complex comprising a ligand and a metal. The ligand is an aminophosphine compound represented by the following formula (1) The metal is rhodium, ruthenium, iridium or nickel.

  该发明提供了一种包括配体和金属的金属配合物。该配体是一种由以下化学式（1）表示的氨基膦化合物。金属是铑、钌、铱或镍。
• Method for producing axial asymmetric compounds, intermediates for producing the same, complexes of transition metals with novel axial asymmetric compounds as the ligands, catalysts for asymmetric hydrogenation, and catalysts for forming asymmetric carbon-carbon bonds
  申请人：Takasago International Corporation

  公开号：US20010047110A1

  公开（公告）日：2001-11-29

  The invention provides a metal complex comprising a ligand and a metal. The ligand is an aminophosphine compound represented by the following formula (1) 1 [Each Ar represents an aryl group optionally substituted with a halogen atom, a lower alkyl group having 1 to 4 carbon atom or an alkoxy group, both Ar's being same or different with each other. R 1 and R 2 represent hydrogen atom, a cycloalkyl group having 5 to 7 carbon atoms, or an alkyl group having 1 to 6 carbon atom optionally substituted with a halogen atom, a lower alkoxy group or phenyl group, with R 1 and R 2 being same or different with each other. Alternatively, one of R 1 and R 2 is hydrogen atom and the other is —COR 3 (R 3 represents a cycloalkyl group having 5 to 7 carbon atoms, a lower alkyl group having 1 to 6 carbon atom optionally substituted with a halogen atom, a lower alkoxy group or phenyl group, a substituted or unsubstituted phenyl group, or a lower alkoxy group having 1 to 6 carbon atom optionally substituted with a cycloalkyl group having 5 to 7 carbon atoms, a halogen atom, a lower alkoxy group or phenyl group) or —SO 2 R 4 (R 4 represents a cycloalkyl group having 5 to 7 carbon atoms, an alkyl group optionally substituted with a halogen atom, a lower alkoxy group or phenyl group, or substituted or unsubstituted phenyl group). n represents 0]. The metal is rhodium, ruthenium, iridium or nickel.

  本发明提供了一种包含配体和金属的金属配合物。该配体是由以下式子（1）表示的氨基膦化合物组成：1[每个Ar代表一个芳基基团，可以选择地用卤原子、具有1到4个碳原子的较低烷基基团或烷氧基取代，两个Ar相同或不同。R1和R2代表氢原子，具有5到7个碳原子的环烷基团或具有1到6个碳原子的烷基基团，可以选择地用卤原子、较低烷氧基或苯基取代，其中R1和R2相同或不同。或者，R1和R2中的一个是氢原子，另一个是-COR3（R3代表具有5到7个碳原子的环烷基团、具有1到6个碳原子的较低烷基基团，可以选择地用卤原子、较低烷氧基或苯基取代，取代或未取代的苯基或具有5到7个碳原子的环烷基团、卤原子、较低烷氧基或苯基取代的具有1到6个碳原子的较低烷氧基）或-SO2R4（R4代表具有5到7个碳原子的环烷基团、可以选择地用卤原子、较低烷氧基或苯基取代的烷基，或取代或未取代的苯基）。n代表0。金属是铑、钌、铱或镍。
• METHOD FOR PRODUCING AXIAL ASYMMETRIC COMPOUNDS, INTERMEDIATES FOR PRODUCING THE SAME, COMPLEXES OF TRANSITION METALS WITH NOVEL AXIAL ASYMMETRIC COMPOUNDS AS THE LIGANDS, CATALYSTS FOR ASYMMETRIC HYDROGENATION, AND CATALYSTS FOR FORMING ASYMMETRIC CARBON-CARBON BONDS
  申请人：Takasago International Corporation

  公开号：US06515156B2

  公开（公告）日：2003-02-04

  The invention provides a metal complex comprising a ligand and a metal. The ligand is an aminophosphine compound represented by the following formula (1) [Each Ar represents an aryl group optionally substituted with a halogen atom, a lower alkyl group having 1 to 4 carbon atom or an alkoxy group, both Ar's being same or different with each other. R1 and R2 represent hydrogen atom, a cycloalkyl group having 5 to 7 carbon atoms, or an alkyl group having 1 to 6 carbon atom optionally substituted with a halogen atom, a lower alkoxy group or phenyl group, with R1 and R2 being same or different with each other. Alternatively, one of R1 and R2 is hydrogen atom and the other is —COR3 (R3 represents a cycloalkyl group having 5 to 7 carbon atoms, a lower alkyl group having 1 to 6 carbon atom optionally substituted with a halogen atom, a lower alkoxy group or phenyl group, a substituted or unsubstituted phenyl group, or a lower alkoxy group having 1 to 6 carbon atom optionally substituted with a cycloalkyl group having 5 to 7 carbon atoms, a halogen atom, a lower alkoxy group or phenyl group) or —SO2R4 (R4 represents a cycloalkyl group having 5 to 7 carbon atoms, an alkyl group optionally substituted with a halogen atom, a lower alkoxy group or phenyl group, or substituted or unsubstituted phenyl group). n represents 0]. The metal is rhodium, ruthenium, iridium or nickel.

  本发明提供了一种包含配体和金属的金属配合物。该配体是一种氨基膦化合物，由以下式子（1）表示：[每个Ar代表一个芳基，可选地取代有卤素原子、具有1至4个碳原子的低烷基或烷氧基，其中两个Ar相同或不同。R1和R2代表氢原子、具有5至7个碳原子的环烷基或具有1至6个碳原子的烷基，可选地取代有卤素原子、低烷氧基或苯基，其中R1和R2相同或不同。或者，R1和R2中的一个是氢原子，另一个是-COR3（其中R3代表具有5至7个碳原子的环烷基、具有1至6个碳原子的低烷基，可选地取代有卤素原子、低烷氧基或苯基、取代或未取代的苯基，或具有5至7个碳原子的环烷基、卤素原子、低烷氧基或苯基可选地取代有1至6个碳原子的低烷氧基）或-SO2R4（其中R4代表具有5至7个碳原子的环烷基、可选地取代有卤素原子、低烷氧基或苯基的烷基，或取代或未取代的苯基）。n代表0]。金属是铑、钌、铱或镍。
• Aminophosphine-metal complex for asymmetric reactions
  申请人：Takasago International Corporation

  公开号：EP1013658A1

  公开（公告）日：2000-06-28

  The invention provides a metal complex comprising a ligand and a metal. The ligand is an aminophosphine compound represented by the following formula (1) [Each Ar represents an aryl group optionally substituted with a halogen atom, a lower alkyl group having 1 to 4 carbon atom or an alkoxy group, both Ar's being same or different with each other. R1 and R2 represent hydrogen atom, a cycloalkyl group having 5 to 7 carbon atoms, or an alkyl group having 1 to 6 carbon atom optionally substituted with a halogen atom, a lower alkoxy group or phenyl group, with R1 and R2 being same or different with each other. Alternatively, one of R1 and R2 is hydrogen atom and the other is -COR3 (R3 represents a cycloalkyl group having 5 to 7 carbon atoms, a lower alkyl group having 1 to 6 carbon atom optionally substituted with a halogen atom, a lower alkoxy group or phenyl group, a substituted or unsubstituted phenyl group, or a lower alkoxy group having 1 to 6 carbon atom optionally substituted with a cycloalkyl group having 5 to 7 carbon atoms, a halogen atom, a lower alkoxy group or phenyl group) or -SO2R4 (R4 represents a cycloalkyl group having 5 to 7 carbon atoms, an alkyl group optionally substituted with a halogen atom, a lower alkoxy group or phenyl group, or substituted or unsubstituted phenyl group). n represents 0]. The metal is rhodium, ruthenium, iridium or nickel.

  本发明提供了一种由配体和金属组成的金属配合物。配体是由下式（1）表示的氨基膦化合物 [每个 Ar 代表一个芳基，可任选被一个卤素原子、一个具有 1 至 4 个碳原子的低级烷基或一个烷氧基取代，两个 Ar 彼此相同或不同。R1 和 R2 代表氢原子、具有 5 至 7 个碳原子的环烷基或具有 1 至 6 个碳原子的烷基，可选择被卤素原子、低级烷氧基或苯基取代，R1 和 R2 彼此相同或不同。或者，R1 和 R2 中的一个是氢原子，另一个是-COR3（R3 代表具有 5 至 7 个碳原子的环烷基、具有 1 至 6 个碳原子且任选被卤素原子取代的低级烷基、低级烷氧基或苯基、取代或未取代的苯基、或具有 1 至 6 个碳原子的低级烷氧基，可选择被具有 5 至 7 个碳原子的环烷基、卤素原子、低级烷氧基或苯基取代）或 -SO2R4 （R4 代表具有 5 至 7 个碳原子的环烷基、可选择被卤素原子取代的烷基、低级烷氧基或苯基、取代或未取代的苯基）。n 代表 0]。金属是铑、钌、铱或镍。