(R)-2,2'-dimethoxy-7,7'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-2,2'-dimethoxy-7,7'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl
• 英文别名: (R)-7,7-bis(trilfuoromethanesulfonyloxy)-2,2'-dimethoxy-1,1'-binaphthyl；[7-Methoxy-8-[2-methoxy-7-(trifluoromethylsulfonyloxy)naphthalen-1-yl]naphthalen-2-yl] trifluoromethanesulfonate
• 化学式: C₂₄H₁₆F₆O₈S₂
• 分子量: 610.509
• InChiKey: UAXKQWJWPPBWGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (R)-2,2'-dimethoxy-7,7'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl 在 N-溴代丁二酰亚胺(NBS) 、 1,2-双(二苯基膦)乙烷氯化镍 、 偶氮二异丁腈 、 potassium carbonate 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 43.0h， 生成
  参考文献：
  名称：

  Fusion of Photochromic Reaction and Synthetic Reaction: Photoassisted Cyclization to Highly Strained Chiral Azobenzenophanes

  摘要：

  A method for synthesizing highly strained cyclic structures by combining photochromic and synthetic reactions is described. Tightly linked azobenzene binaphthyl dyads (R)-4 and (R)-6 could not be obtained by conventional cyclization, but continuous application of photoirradiation, which induced (E)->(Z) isomerization of the azobenzene moiety, allowed the cyclization reaction to proceed, affording the desired chiral azobenzenophanes.

  DOI：

  10.1021/ol300992d
• 作为产物：
  描述：

  (R)-(-)-7,7'-Bis(benzyloxy)-2,2'-dimethoxy-1,1'-binaphthyl 在 palladium on activated charcoal 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 甲酸铵 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 (R)-2,2'-dimethoxy-7,7'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl
  参考文献：
  名称：

  Synthesis of (R)- and (S)-7,7′-bis(diphenylphosphino)-2,2′-dimethoxy-1,1′-binaphthyl, a new axially dissymmetric bis(triarylphosphine)

  摘要：

  A new axially dissymmetric bis(triarylphosphine) ligand 7,7'-bis(diphenylphosphino)-2,2'-dimethoxy-1,1'-binaphthyl has been synthesized in enantiomerically pure form.

  DOI：

  10.1016/s0957-4166(00)86197-2

文献信息

• Asymmetric Michael Reaction of α-Cyano Esters Catalyzed by Chiral Rh(I) Complexes with a New Optically Active Biphosphine Ligand
  作者：Kohji Inagaki、Kyoko Nozaki、Hidemasa Takaya

  DOI：10.1055/s-1997-712

  日期：——

  Asymmetric addition of 2-cyanoproprionates to methyl vinyl ketone in the presence of 1 mol% of chiral Rh(I) catalysts containing a novel chiral bisphosphine ligand ((R)-7,7'-bis(diphenylphosphinomethyl)-2,2'-dimethoxy-1,1'-binaphthyl) gave optically active Michael adducts in good yields with enantiomeric excesses up to 73% ee.

  在含有新型手性双膦配体((R)-7,7'-双(二苯基膦甲基)-2,2'-二甲氧基-1,1'-联萘)的1 mol%手性Rh(I)催化剂存在下，2-氰基丙酸酯不对称添加到甲基乙烯基酮，以良好的收率获得光学活性的Michael加合物，最高对映体过量达73% ee。
• Optically active diphosphine, transition metal complex containing the
  申请人：Takasago International Corporation

  公开号：US05789609A1

  公开（公告）日：1998-08-04

  Disclosed are an optically active diphosphine represented by formula: ##STR1## wherein R represents a lower alkyl group having 1 to 4 carbon atoms; Ar represents a phenyl group which may be substituted with a lower alkyl group having 1 to 4 carbon atoms and/or a lower alkoxy group having 1 to 4 carbon atoms, a transition metal complex containing the diphosphine as a ligand, and a process for producing an optically active .delta.-oxo-.alpha.-cyano ester using the transition metal complex as a catalyst.

  本发明涉及一种光学活性的二膦化合物，其表示为以下公式：##STR1## 其中R代表1至4个碳原子的低碳基团；Ar代表苯基，其可以被取代为1至4个碳原子的低碳基团和/或1至4个碳原子的低烷氧基团。本发明还涉及一种以该二膦化合物为配体的过渡金属配合物，以及一种使用该过渡金属配合物作为催化剂制备光学活性的δ-氧代-α-氰基酯的方法。
• Process for preparation of diphosphine compounds and intermediates for the process
  申请人：Goto Mitsutaka

  公开号：US20050027124A1

  公开（公告）日：2005-02-03

  A production method of a compound represented by the formula wherein R 1a , R 1b , R 1c , R 1d , R 1e , R 1f , R 2a , R 2b , R 2c , R 2d , R 2e an R 2f are the same or different and each is a hydrogen atom and the like, and R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 are the same or different and each is a hydrogen atom and the like, or a salt thereof, which comprises reacting a compound represented by the formula wherein X is a leaving group and other symbols are as defined above, or a salt thereof, with a phosphine-borane complex represented by the formula wherein the symbols are as defined above, or a salt thereof, in a solvent in the presence of an amine and a nickel catalyst, is provided.

  提供一种化合物的生产方法，该化合物的化学式为其中R1a，R1b，R1c，R1d，R1e，R1f，R2a，R2b，R2c，R2d，R2e和R2f相同或不同，每个都是氢原子等，R3，R4，R5，R6，R7，R8，R9和R10相同或不同，每个都是氢原子等，或其盐，包括在存在胺和镍催化剂的溶剂中，将化学式为其中X是离去基团，其他符号如上所定义的化合物或其盐与化学式为其中符号如上所定义的膦硼烷复合物或其盐反应。
• Process for Preparation of Diphosphine Compounds and Intermediates for the Process
  申请人：Goto Mitsutaka

  公开号：US20070161805A1

  公开（公告）日：2007-07-12

  A production method of a compound represented by the formula wherein R 1a , R 1b , R 1c , R 1d , R 1e , R 1f , R 2a , R 2b , R 2c , R 2d , R 2e and R 2f are the same or different and each is a hydrogen atom and the like, and R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 are the same or different and each is a hydrogen atom and the like, or a salt thereof, which comprises reacting a compound represented by the formula wherein X is a leaving group and other symbols are as defined above, or a salt thereof, with a phosphine-borane complex represented by the formula wherein the symbols are as defined above, or a salt thereof, in a solvent in the presence of an amine and a nickel catalyst, is provided.

  提供一种化合物的生产方法，该化合物的化学式表示为： 其中，R1a、R1b、R1c、R1d、R1e、R1f、R2a、R2b、R2c、R2d、R2e和R2f相同或不同，每个都是氢原子等，R3、R4、R5、R6、R7、R8、R9和R10相同或不同，每个都是氢原子等，或其盐。该方法包括在胺和镍催化剂的存在下，在溶剂中将下列化合物： 其中，X是离去基团，其他符号如上定义，或其盐，与下列膦硼烷复合物反应： 其中，符号如上定义，或其盐。
• Optically active diphosphine, transition metal complex containing the same, and process for producing optically active compound using the complex
  申请人：Takasago International Corporation

  公开号：EP0839818A1

  公开（公告）日：1998-05-06

  Disclosed are an optically active diphosphine represented by formula: wherein R represents a lower alkyl group having 1 to 4 carbon atoms; Ar represents a phenyl group which may be substituted with a lower alkyl group having 1 to 4 carbon atoms and/or a lower alkoxy group having 1 to 4 carbon atoms, a transition metal complex containing the diphosphine as a ligand, and a process for producing an optically active δ-oxo-α-cyano ester using the transition metal complex as a catalyst.

  本发明公开了一种由式表示的光学活性二膦： 其中 R 代表具有 1 至 4 个碳原子的低级烷基；Ar 代表可被具有 1 至 4 个碳原子的低级烷基和/或具有 1 至 4 个碳原子的低级烷氧基取代的苯基、 含有二膦作为配位体的过渡金属络合物，以及使用该过渡金属络合物作为催化剂生产光学活性 δ-氧代-α-氰基酯的工艺。