(+/-)-2,2'-bis(dimethyl{{(trifluoromethyl)sulfonyl}oxy}-stannyl)-1,1'-binaphthyl | 502633-85-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (+/-)-2,2'-bis(dimethyl{{(trifluoromethyl)sulfonyl}oxy}-stannyl)-1,1'-binaphthyl
• 英文别名: [[1-[2-[dimethyl(trifluoromethylsulfonyloxy)stannyl]naphthalen-1-yl]naphthalen-2-yl]-dimethylstannyl] trifluoromethanesulfonate
• CAS: 502633-85-4；131759-09-6
• 化学式: C₂₆H₂₄F₆O₆S₂Sn₂
• 分子量: 848.015
• InChiKey: ZPTFLKWTFKYHSI-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  42.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  (+/-)-2,2'-bis(chlorodimethylstannyl)-1,1'-binaphthyl 以94%的产率得到
  参考文献：
  名称：

  KRISHNAMURTI, RAMESH;KUIVILA, HENRY G.;SHAIK, NASEEM S.;ZUBIETA, JON, ORGANOMETALLICS, 10,(1991) N, C. 423-431

  摘要：

  DOI：

文献信息

• Synthesis and chemistry of novel 2,2'-binaphthyl-substituted organotin Lewis acids
  作者：Ramesh Krishnamurti、Henry G. Kuivila、Naseem S. Shaik、Jon Zubieta

  DOI：10.1021/om00048a018

  日期：1991.2

  The synthesis and chemistry of novel Lewis acids containing neutral tin-centered Lewis acidic groups at the 2- and 2'-positions of 1,1'-binaphthyl are described. (+/-)-2,2'-Dibromo-1,1'-binaphthyl (3) was converted to the dilithio derivative, which was treated with trimethyltin chloride to yield 2,2'-bis(trimethylstannyl)-1,1'-binaphthyl (4) in excellent yield. Compound 4 then underwent highly selective methyl-Sn cleavage in the redistribution reactions with methyltin trichloride and tin tetrachloride to afford 2,2'-bis(monochlorodimethylstannyl)- and 2,2'-bis(dichloromethylstannyl)-1,1'-binaphthyl, 2a and 2b, respectively. The chlorotins were then converted into the organotin triflates, 2c and 2d, by metathetic reactions with silver triflate. Interaction of the bis(dichlorotin) 2b and DMSO afforded a mono-DMSO (12) whose X-ray crystal structure revealed that coordination of DMSO occurred to one tin center and a chloride ligand from this tin had bridging interaction with the other tin moiety. An estimation of the equilibrium constant for the formation of 12 was obtained by Sn-119 NMR spectroscopy.