trifluoromethanesulfonic acid 7,7’-dimethoxy-2’-trifluoromethanesulfonyloxy-1,1’-binaphthalenyl-2-yl ester | 288381-13-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: trifluoromethanesulfonic acid 7,7’-dimethoxy-2’-trifluoromethanesulfonyloxy-1,1’-binaphthalenyl-2-yl ester
• 英文别名: 7,7'-dimethoxy-2,2'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl；[7-Methoxy-1-[7-methoxy-2-(trifluoromethylsulfonyloxy)naphthalen-1-yl]naphthalen-2-yl] trifluoromethanesulfonate
• CAS: 288381-13-5
• 化学式: C₂₄H₁₆F₆O₈S₂
• 分子量: 610.509
• InChiKey: GRJZQAIVGJXOBW-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：

  trifluoromethanesulfonic acid 7,7’-dimethoxy-2’-trifluoromethanesulfonyloxy-1,1’-binaphthalenyl-2-yl ester 在 palladium diacetate 、 1,4-双(二苯基膦)丁烷 三氯硅烷 、 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 36.0h， 生成 (R)-(+)-7,7'-dimethoxy-2,2'-bis(diphenylphosphino)-1,1'-binaphthalene
  参考文献：
  名称：

  Preparation of chiral 7,7′-disubstituted BINAPs for Rh-catalyzed 1,4-addition of arylboronic acids

  摘要：

  A series of new 7,7'-disubstituted BINAPs were readily prepared starting with an asymmetric catalytic oxidative coupling. They were applied as ligands to rhodium catalyzed 1,4-addition of arylboronic acids to enone,. resulting in enantioselectvities of up to 99% ee. The enantioselectivity was found to be dependent oil the size of achiral substituents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.096
• 作为产物：
  描述：

  在 吡啶 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 trifluoromethanesulfonic acid 7,7’-dimethoxy-2’-trifluoromethanesulfonyloxy-1,1’-binaphthalenyl-2-yl ester
  参考文献：
  名称：

  Synthesis and applications of (R)- and (S)-7,7′-dimethoxy-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene

  摘要：

  The synthesis of (R)- and (S)-7,7'-dimethoxy-2,2' -bis(diphenylphosphino)-1,1'-binaphthalene 5a and 5b is described. The phosphorus atoms in (S)-(-)-5b are shown to be slightly more basic than the phosphorus atoms in (S)-BINAP by comparing the magnitude of the (1)J((31)p-Se-77) coupling constant in their respective diselenide derivatives. (S)-(-)-5b behaved similarly to (S)-BINAP in asymmetric Heck reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00148-8

文献信息

• Triarylborane-based [5]Helicenes with Full-Color Circularly Polarized Luminescence
  作者：Zheng-Hua Zhao、Xiao Liang、Mao-Xia He、Meng-Yuan Zhang、Cui-Hua Zhao

  DOI：10.1021/acs.orglett.9b03734

  日期：2019.12.6

  triarylborane-based [5]helicenes, 7B-PhHC and 7B5N-PhHC. Their emission wavelengths are tunable by both the chemical structure modification and the tuning of excited state charge transfer dynamics via selection of appropriate solvents or addition of external F-, enabling the full-color circularly polarized luminescence with moderate to good quantum yields (0.07-0.51) and high luminescence dissymmetry factors

  公开了有效的合成路线以制备基于光学活性的基于三芳基硼烷的[5]螺旋烯，7B-PhHC和7B5N-PhHC。通过选择合适的溶剂或添加外部F-，可以通过化学结构的改变和激发态电荷转移动力学的调整来调节它们的发射波长，从而使全色圆偏振发光具有中等至良好的量子产率（0.07-0.51 ）和高发光不对称因子（glum> 5×10-3）。
• 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。
• PROCESS FOR PREPARATION OF DIPHOSPHINE COMPOUNDS AND INTERMEDIATES FOR THE PROCESS
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1452537B1

  公开（公告）日：2009-08-05
• A class of readily available optically pure 7,7′-disubstituted BINAPs for asymmetric catalysis
  作者：Wei-Cheng Yuan、Lin-Feng Cun、Ai-Qiao Mi、Yao-Zhong Jiang、Liu-Zhu Gong

  DOI：10.1016/j.tet.2009.03.066

  日期：2009.5

  A class of optically pure 7,7'-disubstituted BINAPs have been prepared starting with a catalytic asymmetric oxidative Coupling reaction. A general, concise, and straightforward synthetic procedure has been established, and is suitable for all optically pure 7,7'-disubstituted BINAPs 1a-h, regardless of the substituents' structure in the 7,7'-positions. The catalytic potential of this class of ligands has been investigated in the highly enantioselective Rh-catalyzed 1,4-addition of aryl boronic acids to enones (up to 99.8% ee), and Ru-catalyzed asymmetric hydrogenation of simple aromatic ketones (up to S/C=100,000, up to 98% ee) and beta-ketoesters (up to S/C= 10,000, up to 99.8% ee), respectively. (C) 2009 Elsevier Ltd. All rights reserved.