bis(diphenylfluorostannyl)methane | 164527-15-5

• 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: bis(diphenylfluorostannyl)methane
• 英文别名: (Ph2FSn)2CH2；Ph2FSn(CH2)SnFPh2；Methylenebis[fluoro(diphenyl)stannane]；fluoro-[[fluoro(diphenyl)stannyl]methyl]-diphenylstannane
• CAS: 164527-15-5
• 化学式: C₂₅H₂₂F₂Sn₂
• 分子量: 597.866
• InChiKey: IREKNBXGLPXWKR-UHFFFAOYSA-L

物化性质

• 沸点：
  516.2±60.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(diphenylfluorostannyl)methane 在 Mg 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 为溶剂， 生成 bis[((diphenylfluorostannyl)methyl)phenylfluorostannyl]methane
  参考文献：
  名称：

  亚甲基桥连的三和四丁酸酯化合物，路易斯酸

  摘要：

  一系列三核锡化合物（Ph 2 XSnCH 2）2 SnXPh（2，X = Ph; 6，X = F; 8，X = Cl）和（PhCl 2 SnCH 2）2 SnCl 2（10）的合成报道了四核锡化合物（Ph 2 XSnCH 2 SnXPh）2 CH 2（3，X = Ph; 7，X = F; 9，X = Cl），[[（Ph 2 FSnCH 2）2 SnFPh· F] -描述了[C 12 H 24 O 6 ·K] +（6b）。可变温度119 Sn和19 F NMR研究表明，观察到的6b固态阴离子的结构保留在溶液中。尽管在电喷雾质谱（ESMS）的乙腈溶液中发现了这类物质，但没有NMR证据表明与氟离子形成1：2加合物。119 Sn NMR光谱数据表明三核锡化合物8与[（Ph 3 P）2 N] + Cl-的反应。HMPA形成1：1络合物[（Ph 2 ClSnCH 2）2 SnClPh·Cl] - [（Ph

  DOI：

  10.1021/om970537u
• 作为产物：
  描述：

  potassium fluoride 、 bis(bromodiphenylstannyl)methane 以 水 、 丙酮 为溶剂， 以92%的产率得到bis(diphenylfluorostannyl)methane
  参考文献：
  名称：

  Bis(halodiphenylstannyl)alkanes as Bidentate Lewis Acids toward Halide Ions

  摘要：

  Sn-119 and F-19 NMR spectroscopies were used to study reaction of bis(halodiphenylstannyl)alkanes (Ph(2)XSn)(2)(CH2)(n) (X = F, Cl, Br, I; n = 1, 2, 3) with various halide ions in dichloromethane solution. Ah three series of bis(halodiphenylstannyl)alkanes, (Ph(2)XSn)(2)-(CH2)(n) (X = F, Cl, Br, I; n = 1, 2, 3), exhibit chelate ability toward halide, forming anionic 1:1 adducts [(Ph(2)XSn)(2)(CH2)(n)X](-) which are static at -100 degrees C on the NMR time scale. The bis(halodiphenystannyl) alkanes always preferentially chelate fluoride ion over chloride or bromide. Endocyclic Sn-CH2 rotation brings about intramolecular exchange between bridging and terminal fluorine atoms at higher temperature. For n = 1, and 1:1 adducts [(Ph(2)XSn)(2)(CH2)X](-) react with additional fluoride (but not chloride or bromide) eventually to give [(Ph(2)F(2)Sn)(2)(CH2)(2)](2-) in which both tin atoms are five-coordinated. For n = 2, the 1:1 adducts [(Ph(2)XSn)(2)(CH2)(2)X](-) appear particularly stable and there is no evidence for formation of 1:2 adducts [(Ph(2)X(2)Sn)(2)(CH2)(2)](2-). Propylene-bridged 1:1 adducts, [(Ph(2)XSn)(2)(CH2)(3)X](-), react with both fluoride and chloride to give 1:2 adducts, [(Ph(2)F(2)Sn)(2)(CH2)(3)](2-) and [(Ph(2)Cl(2)Sn)(2)(CH2)(3)](2-), respectively, in which the tin atoms remain five-coordinated. The crystal structures of [(Ph(2)FSn)(2)CH2F](-) (1), [(Ph(2)BrSn)(2)CH2F](-) (4), [(Ph(2)ISn)(2)CH2F](-) (8), and [(Ph(2)ClSnCH(2))(2)F](-) (11), as their tetraethylammonium salts (la, 4a, 8a, and 11a, respectively), are described. Colorless crystals of la are monoclinic, space group P2(1)/n, with a = 11.695(4) Angstrom, b = 14.667(2) Angstrom, c = 18.956(2) Angstrom, beta = 103.33(1)degrees, V = 3164(1) Angstrom(3) and Z = 4. Colorless crystals of 4a are monoclinic, space group Cc with a = 11.758(1) Angstrom, b = 14.880(2) Angstrom, c = 19.316(2) Angstrom, beta = 93.981(9)degrees, V = 3371.3(6) Angstrom(3), and Z = 4. Colorless crystals of 8a are monoclinic, space group P2(1)/n, with a = 10.032(1) Angstrom, b = 16.993(3) Angstrom, c = 20.523(3) Angstrom, beta = 99.65(1)degrees, V = 3434.9(8) Angstrom(3), and Z = 4, Colorless crystals of 11a are monoclinic, space group P2(1), with a = 9.562(2) Angstrom, b = 15.529(4) Angstrom, c = 11.359(4) Angstrom, beta = 95.51(2)degrees, V = 1678.9(9) Angstrom(3), and Z = 2. The structures were refined to final R = 0.027, 0.029, 0.033, and 0.029 for 4661, 2647, 3843, and 3457 reflections with I greater than or equal to 3.0 sigma(I), respectively.

  DOI：

  10.1021/om00005a057

文献信息

• Novel 10- and 20-Membered Tin- and Silicon-Containing Rings:  Synthesis, Complexation Behavior, and Conversion into a Lewis Acidic Polymer^,
  作者：Marcus Schulte、Giuseppina Gabriele、Markus Schürmann、Klaus Jurkschat、Andrew Duthie、Dainis Dakternieks

  DOI：10.1021/om020740b

  日期：2003.1.1

  Reaction of the dimethylsilylmethyl-substituted tetraorganotin derivative CH2[CH2Sn(Ph2)CH2Si(H)Me2]2 (1) and CH2[CH2Sn(Ph2)CH2Si(i-PrO)Me2]2 (3), respectively, with mercuric chloride afforded the novel silicon- and tin-containing 10- and 20-membered rings cyclo-CH2[CH2Sn(Cl2)CH2Si(Me2)]2O (4) and cyclo-CH2[CH2Sn(Cl2)CH2Si(Me2)OSi(Me2)CH2Sn(Cl2)CH2]2CH2 (5). Both compounds 4 and 5 can be converted

  二甲基甲硅烷基甲基取代的四有机锡衍生物CH 2 [CH 2 Sn（Ph 2）CH 2 Si（H）Me 2 ] 2（1）与CH 2 [CH 2 Sn（Ph 2）CH 2 Si（i -PrO）的反应Me 2 ] 2（3）分别与氯化汞反应得到新型的含硅和锡的10和20元环-CH 2 [CH 2 Sn（Cl 2）CH 2 Si（Me 2）]2 O（4）和环-CH 2 [CH 2 Sn（Cl 2）CH 2 Si（Me 2）OSi（Me 2）CH 2 Sn（Cl 2）CH 2 ] 2 CH 2（5）。化合物4和5均可转化为可溶的路易斯酸性聚合物聚-[Si（Me 2）CH 2 Sn（Cl 2）（CH 2）3 Sn（Cl 2）CH 2 Si（Me 2）O]（8）。119 Sn NMR研究表明4作为氯离子的双齿路易斯酸，仅形成1：1的配合物[环-CH 2 [CH 2 Sn（Cl 2）CH 2 Si（Me 2）]
• Altmann, Reiner; Gausset, Olivier; Horn, Dagmar, Organometallics, 2000, vol. 19, p. 430 - 443
  作者：Altmann, Reiner、Gausset, Olivier、Horn, Dagmar、Jurkschat, Klaus、Schuermann, Markus、et al.

  DOI：——

  日期：——