1-methyl-2-methylthiolato-1,2-dicarba-closo-dodecaborane | 17526-08-8

• 英文名称: 1-methyl-2-methylthiolato-1,2-dicarba-closo-dodecaborane
• 英文别名: 1-CH3-2-SCH3-1,2-C2B10H10
• CAS: 17526-08-8
• 化学式: C₄H₁₆B₁₀S
• 分子量: 204.347
• InChiKey: KEULHBKACOEDDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-methyl-2-methylthiolato-1,2-dicarba-closo-dodecaborane 、 四甲基氯化铵 在 KOH 作用下， 以 乙醇 为溶剂， 以98%的产率得到
  参考文献：
  名称：

  Study of the Synergy in Electron-Rich Element/Carborane Compounds. Antipodal Boron Atom Labilization by Electron-Rich Elements. Conversion of {7-SR-8-Me-7,8-C2B9H10}- into {7-SR-8-Me-7,8-(5)-C2B8H11}-

  摘要：

  The reaction of nido-[NMe4]{7-SMe-8-Me-7,8-C2B9H10} with [RuCl2(PPh3)3] leads to the formation of [RuCl{7-SMe-8-Me-7,8-(5)-C2B8H11}(PPh3)2]. The new C2B8 carborane ligand has a peculiar arachno structure that results from eliminating B(5) in the former C2B9H12- nido precursor. The geometry is basketlike with a B-B handle. The reaction takes place for other {7-SR-8-Me-7,8-C2B9H10}- ligands, R = Me, Et, iPr, nBu, and benzyl. The complex was characterized (R = Me) by an X-ray diffraction study. Dark red crystals were monoclinic, space group Pn (No. 7), with Z = 2, a = 10.751(2) angstrom, b = 14.369(3) angstrom, c = 16.073(3) angstrom, beta = 95.83(1)-degrees, V = 2470(1) angstrom3, and R(w)(F(o)) = 0.063 for 3957 reflections having I greater-than-or-equal-to 2.5sigma(I).

  DOI：

  10.1021/om00015a026
• 作为产物：
  描述：

  1-HS-2-Me-1,2-closo-C2B10H10 、 硫酸二甲酯 在 KOH 作用下， 以 乙醇 为溶剂， 以60%的产率得到1-methyl-2-methylthiolato-1,2-dicarba-closo-dodecaborane
  参考文献：
  名称：

  exo-Dithio和monothio碳硼烷衍生物：一种部分降解的机制。7,8-（3'，6'，9'-trioxaundecane-1'，11'-dithiolato-SS'）-7,8-dicarba-nido-undecaborate的四甲基铵的分子结构

  摘要：

  摘要1,2-二硫醇-邻-碳硼烷在碱性条件下与适当的有机二卤代化合物反应，导致形成含有7,8-二氨基-N-基-十一碳酸酯或1,2-二氨基-氯-十二碳六硼烷单元的大环形成。描述了一些直接与簇连接的笼中仅含一种硫的非环状二碳硼烷化合物的合成。基于二硫代lato化合物与单硫代lato的不同行为，提出了解释部分降解和未降解化合物形成的机理。确定了四甲基铵7,8-（3'，6'，9'-三氧杂十一烷-1'，11'-二硫代-SS-SS'）-二甲氨基-Nido-十一酸酯的分子结构。它在空间单元P21 / c中结晶，每个单元具有4个公式单位。像元尺寸为a = 14.058（7），b = 7.536（2），c = 22.980（9）A，

  DOI：

  10.1016/s0020-1693(00)84858-6

文献信息

• Studies in boron hydrides—VI
  作者：Allen R. Siedle

  DOI：10.1016/0022-1902(71)80272-5

  日期：1971.11

  Peracetic acid in ethyl acetate effects smooth oxidation of the methylsulfides of o- and m-carboranes to afford sulfoxides and sulfones. The sulfoxides derived from o-carborane were far more susceptible to nucleophilic attack to give substituted B9C2H12− than was carborane itself. This is attributed to withdrawal of electron density from B(3,6) by the CH3SO group(s) attached to carbon.

  在乙酸乙酯中的效果过乙酸平滑的二甲硫氧化邻-和米-carboranes，得到亚砜和砜。衍生自亚砜ö -carborane远远更容易受到亲核攻击，得到取代的乙9 Ç 2 ħ 12 -比为碳硼烷本身。这归因于通过与碳相连的一个或多个CH 3 SO基团从B（3,6）撤出电子密度。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.12, 4.8.1, page 41 - 53
  作者：

  DOI：——

  日期：——
• Zakharkin, L. I.; Zhigareva, G. G., Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1967, p. 1308 - 1310
  作者：Zakharkin, L. I.、Zhigareva, G. G.

  DOI：——

  日期：——
• Redox Potential Modulation in Mixed Sandwich Pyrrolyl/ Dicarbollide Complexes
  作者：Jordi Llop、Clara Viñas、Francesc Teixidor、Lluís Victori、Raikko Kivekäs、Reijo Sillanpää

  DOI：10.1021/ic011285z

  日期：2002.7.1

  Carbon cluster (C-c) substituents have been shown to be of essential importance in C-c...C-c distance, rotational energy barriers, and B-11H-1} NMR chemical shift values in mixed pyrrolyl/dicarbollide cobalt complexes. In the present work, the influence of electronic properties of exo-cluster substituents upon redox potential values associated to the metallic central atom in mixed pyrrolyl/dicarbollide and dimethylpyrrolyl/dicarbollide cobalt complexes is discussed. With that purpose, two new neutral sandwich species, closo-[3-Co(eta(5)-NC4(CH3)(2)H-2)-1,2-(C6H5)(2)-1,2-C2B9H9] (2) and closo-[3-Co(eta(5)-NC4(CH3)(2)H-2)-1-CH3-2-SCH3-1,2-C2B9 H-9] (3), have been synthesized and characterized by H-1, B-11, B-11H-1}, and C-13H-1} NMR and IR spectroscopies, elemental analysis, and X-ray diffraction analysis. The redox potential (E-1/2) of these complexes has been measured in nonpolar media and compared to values obtained for previously reported mixed complexes, incorporating alkyl, phenyl, thiophenyl, and thiomethyl exocluster substituents. The potential shift arising from the effect of these substituents has been discussed in terms of individual and average contribution. This last point is in the case of two identical substituting groups placed on both C, atoms, in which the contribution of the second introduced substituent has shown to be lower than that for the first one, The potential shift arising from the presence of methyl units on the pyrrolyl anion has also been determined.