Trimethylzinn-trifluormethansulfonat | 27607-83-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: Trimethylzinn-trifluormethansulfonat
• 英文别名: trifluoromethanesulfonate;trimethylstannanylium
• CAS: 27607-83-6
• 化学式: C₄H₉F₃O₃SSn
• 分子量: 312.885
• InChiKey: NLACITCNFKGLRP-UHFFFAOYSA-M

物化性质

• 沸点：
  172.5±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Trimethylzinn-trifluormethansulfonat 、 tris(trimethylstannyl)amine 以 甲苯 为溶剂， 以50%的产率得到tetrakis(trimethylstannyl)ammonium triflate
  参考文献：
  名称：

  Perstannylated Ammonium and Phosphonium Ions: Organometallic Onium Ions That Are also Base-Stabilized Stannylium Ions

  摘要：

  DOI：

  10.1002/1521-3773(20001016)39:20<3684::aid-anie3684>3.0.co;2-u
• 作为产物：
  描述：

  三氟甲磺酸 、 四甲基锡 在 CH₄ 作用下， 生成 Trimethylzinn-trifluormethansulfonat
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.1, 1.1.1.1.4.6, page 49 - 52

  摘要：

  DOI：

文献信息

• Synthesis and spectral characterization of medium ring distannacycloalkanes and their Lewis acid derivatives
  作者：Dan Farah、Kamal Swami、Henry G. Kuivila

  DOI：10.1016/0022-328x(92)83182-h

  日期：1992.5

  A study of the syntheses and some properties of several methyl substituted acyclic and cyclic bidentate organotin Lewis acids has been carried out. Of particular interest were cyclic species with 7-, 8-, 9- and 10-membered rings. The distannaalkanes and distannacycloalkanes were converted to the chlorides by chlorodemethylation with tin chlorides or mercuric chloride; this reaction was accompanied

  已经进行了几种甲基取代的无环和环状二齿有机锡路易斯酸的合成和一些性质的研究。特别令人感兴趣的是具有7、8、9和10元环的环状物质。通过用氯化锡或氯化汞进行氯脱甲基化，将二烷烷和二烷环烷烃转化为氯化物。在某些情况下，该反应伴有环断裂。反过来，氯化物很容易转化为甲磺酸盐和三氟甲磺酸盐。1 H，13 C和119 Sn NMR和IR光谱数据用于获得有关结构，构象和聚集行为的信息。甲磺酸酯在氯仿中缔合。三叉戟不是。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.3, 6.2.3.1, page 48 - 120
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.2, 1.3.1, page 76 - 99
  作者：

  DOI：——

  日期：——
• Schmeisser, M.; Sartori, P.; Lippsmeier, B., Chemische Berichte, 1970, vol. 103, p. 868 - 879
  作者：Schmeisser, M.、Sartori, P.、Lippsmeier, B.

  DOI：——

  日期：——
• Reaction Mechanism of Transmetalation between Tetraorganostannanes and Platinum(II) Aryltriflate Complexes. Mechanistic Model for Stille Couplings
  作者：Patrik Nilsson、Graeme Puxty、Ola F. Wendt

  DOI：10.1021/om051021a

  日期：2006.2.1

  The complexes trans-[PtPh(OTf)(PMe2Ph)(2)] (1) and trans- [PtPh(OTf)(PPh3)(2)] (4) were synthesized from the corresponding chloro complexes in moderate yields. Complex I is slowly hydrolyzed in solution, giving the dinuclear hydroxo-bridged complex [Pt(mu-OH)(PMe2Ph)(2)](2)(CF3SO3)(2) (6), which was characterized by X-ray crystallography. In solution I and 4 undergo fast solvolysis to give the corresponding solvento cations. The reactivities of 1 and 4 with Me3SnPh were investigated in different solvents, and with 1 two products, trans- [PtPh2(PMe2Ph)(2)] (8) and cis-[PtPh2(PMe2Ph)(2)] (9), were always formed simultaneously. In THF an intermediate, trans- [PtPhMe(PMe2Ph)(2)] (14), was characterized on the path to 9. The kinetics for these reactions were evaluated numerically, and on the basis of rate laws, activation parameters, and reactivity trends a mechanism involving parallel equilibria to 8 and 9 with associative activation in all steps is proposed. In this mechanism the initial attack always takes place trans to the phenyl group, giving 8 and 14, respectively, via an open transition state. In a subsequent reaction, 14 reacts with another molecule of stannane, giving 9 as the final product via a cyclic transition state. Complex 4 gives exclusive formation of cis products: cis-[PtPhMe(PPh3)2] (12) and cis-[PtPh2(PPh3)2] (13). These results are discussed in relation to the reaction mechanism of the transmetalation step in the Stille reaction.