(Z)-1-[2-(dibenzylbromostannyl)vinyl]-1-cycloheptanol | 618444-62-5

• 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: (Z)-1-[2-(dibenzylbromostannyl)vinyl]-1-cycloheptanol
• 英文别名: 1-{2-[Dibenzyl(bromo)stannyl]ethenyl}cycloheptan-1-ol；1-[2-[dibenzyl(bromo)stannyl]ethenyl]cycloheptan-1-ol
• CAS: 618444-62-5
• 化学式: C₂₃H₂₉BrOSn
• 分子量: 520.097
• InChiKey: MJCCXCHLMHDZAJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (Z)-1-[2-(tribenzylstannyl)vinyl]-1-cycloheptanol 、 溴 以 四氯化碳 为溶剂， 以71.2%的产率得到(Z)-1-[2-(dibenzylbromostannyl)vinyl]-1-cycloheptanol
  参考文献：
  名称：

  Synthesis and Characterization of (Z)-1-[2-(Tribenzylstannyl)vinyl]-1-cycloheptanol and its Benzylhalostannyl Derivatives

  摘要：

  1-Ethynyl-1-cycloheptanol reacts with tribenzylstannylhydride, (C6H5CH2)(3)SnH, and generates the corresponding (Z)-1-[2-(tribenzyl-stannyl)vinyl]-1-cycloheptanol. The product obtained reacts with one or two equivalents of halogen (I-2, Br-2 or ICl) to form the associated (Z)-1-[2-(dibenzylhalostannyl)vinyl]-1-cycloheptanol or (Z)-1-[2-(benzyldihalostannyl)-vinyl]-1-cycloheptanol, respectively. All compounds were characterized by elemental analyses, IR, H-1 NMR. The X-ray diffraction analysis of (Z)-1-[2-(tribenzylstannyl)vinyl]-1-cycloheptanol shows the presence of an intramolecular coordination of oxygen to the tin atom giving rise to a five-membered ring in which the metal exhibits a distorted trigonal-bipyramidal geometry. This may explain that a benzyl group, probably the apical one, is cleaved more easily by halogen than the vinyl substituent.

  DOI：

  10.1081/sim-120021941

文献信息

• Synthesis and Characterization of (Z)-1-[2-(Tribenzylstannyl)vinyl]-1-cycloheptanol and its Benzylhalostannyl Derivatives
  作者：Yujie Ren、Cuiying Jia、Peng Liang、Xuefeng Yang、Huilin Chen

  DOI：10.1081/sim-120021941

  日期：2003.1.7

  1-Ethynyl-1-cycloheptanol reacts with tribenzylstannylhydride, (C6H5CH2)(3)SnH, and generates the corresponding (Z)-1-[2-(tribenzyl-stannyl)vinyl]-1-cycloheptanol. The product obtained reacts with one or two equivalents of halogen (I-2, Br-2 or ICl) to form the associated (Z)-1-[2-(dibenzylhalostannyl)vinyl]-1-cycloheptanol or (Z)-1-[2-(benzyldihalostannyl)-vinyl]-1-cycloheptanol, respectively. All compounds were characterized by elemental analyses, IR, H-1 NMR. The X-ray diffraction analysis of (Z)-1-[2-(tribenzylstannyl)vinyl]-1-cycloheptanol shows the presence of an intramolecular coordination of oxygen to the tin atom giving rise to a five-membered ring in which the metal exhibits a distorted trigonal-bipyramidal geometry. This may explain that a benzyl group, probably the apical one, is cleaved more easily by halogen than the vinyl substituent.