2,6-bis(trimethylsilyl)benzenethiol | 117526-63-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 2,6-bis(trimethylsilyl)benzenethiol
• 英文别名: 2,6-bis(trimethylsilyl)thiophenol；2,6-bis(trimethylsilyl)phenyl-SH；HS(2,6-(SiMe3)2C6H3)；HSBtp
• CAS: 117526-63-3
• 化学式: C₁₂H₂₂SSi₂
• 分子量: 254.544
• InChiKey: LTBASNVRAKBBJU-UHFFFAOYSA-N

物化性质

• 沸点：
  259.4±30.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  氯化甲基汞 、 2,6-bis(trimethylsilyl)benzenethiol 在 (C₂H₅)3N 作用下， 以 甲醇 为溶剂， 以84%的产率得到{2,6-bis(trimethylsilyl)benzenethiolato}methylmercury(II)
  参考文献：
  名称：

  Block, Eric; Brito, Maria; Gernon, Michael, Inorganic Chemistry, 1990, vol. 29, # 17, p. 3172 - 3181

  摘要：

  DOI：
• 作为产物：
  描述：

  四氢-2-(苯硫基)-2H-吡喃 在 硫化氢 、 叔丁基锂 、 potassium carbonate 、 silver nitrate 作用下， 反应 6.5h， 生成 2,6-bis(trimethylsilyl)benzenethiol
  参考文献：
  名称：

  o-Lithiothiophenol equivalents. Generation, reactions and applications in synthesis of hindered thiolate ligands

  摘要：

  DOI：

  10.1021/ja00184a039

文献信息

• Synthesis, Structures, and Electronic Properties of [8Fe-7S] Cluster Complexes Modeling the Nitrogenase P-Cluster
  作者：Yasuhiro Ohki、Motosuke Imada、Ayuro Murata、Yusuke Sunada、Shun Ohta、Masaru Honda、Takahiro Sasamori、Norihiro Tokitoh、Motomi Katada、Kazuyuki Tatsumi

  DOI：10.1021/ja9055036

  日期：2009.9.16

  High-yield synthesis of the iron-sulfur cluster [N(SiMe(3))(2)}SC(NMe(2))(2)}Fe(4)S(3)](2)(mu(6)-S) mu-N(SiMe(3))(2)}(2) (1), which reproduces the [8Fe-7S] core structure of the nitrogenase P(N)-cluster, has been achieved via two pathways: (1) FeN(SiMe(3))(2)}(2) + HSTip (Tip = 2,4,6-(i)Pr(3)C(6)H(2)) + tetramethylthiourea (SC(NMe(2))(2)) + elemental sulfur (S(8)); and (2) Fe(3)N(SiMe(3))(2)}(2)(mu-STip)(4)

  铁硫簇的高产合成 [N(SiMe(3))(2)}SC(NMe(2))(2)}Fe(4)S(3)](2)(mu( 6)-S) mu-N(SiMe(3))(2)}(2) (1)，再现了固氮酶 P(N)-簇的 [8Fe-7S] 核心结构，已通过两条途径：(1) FeN(SiMe(3))(2)}(2) + HSTip (Tip = 2,4,6-(i)Pr(3)C(6)H(2)) +四甲基硫脲 (SC(NMe(2))(2)) + 元素硫 (S(8))；(2) Fe(3)N(SiMe(3))(2)}(2)(mu-STip)(4) (2) + HSTip + SC(NMe(2))(2) + S( 8). 发现硫脲和 1 的末端酰胺配体在 -40 摄氏度下分别用硫醇阴离子和硫醇处理后可被硫醇配体取代，并合成了一系列带有 2 到 4 个硫醇配体的 [8Fe-7S] 簇并通过 X 射线分析确定了它们的结构。这些模型
• Preparation and Reactivity of a Ruthenium Complex Bearing a 2,6-Bis(trimethylsilyl)benzenethiolate Ligand
  作者：Masahiro Yuki、Yoshihiro Miyake、Yoshiaki Nishibayashi

  DOI：10.1021/om100689f

  日期：2010.9.27

  of [Cp*Ru(μ3-Cl)]4 with ArSK (ArS = 2,6-(Me3Si)2C6H3S) gives the mononuclear ruthenium complex with π-arenethiolate ligand [Cp*Ru(η5-SAr)] via [Cp*Ru(μ-SAr)]2. Further reactions of [Cp*Ru(η5-SAr)] with HCl and [Cp*Ru(μ3-Cl)]4 give the corresponding monoruthenium complex [Cp*Ru(η6-HSAr)]Cl and diruthenium complex [Cp*Ru(μ-η5:η1-SAr)RuClCp*] in high yields, respectively.

  的[Cp *茹（μ的反应3 -Cl）] 4与ARSK（ARS = 2,6-（ME 3 Si）的2 ç 6 ħ 3 S）给出了单核钌络合物与π-arenethiolate配体的[Cp *茹（η 5 -SAr）]通过混合[Cp *茹（μ-SAR）] 2。的[Cp *茹（η的进一步反应5 -SAr）]用HCl和的[Cp *茹（μ 3 -Cl）] 4得到相应monoruthenium复杂的[Cp *茹（η 6 -HSAr）] Cl和二钌复合物[的Cp *茹（μ-η 5：η 1 -SAr）RuClCp]，分别*位于高收率。
• Synthesis and Characterization of Bioinspired [Mo ₂ Fe ₂ ]–Hydride Cluster Complexes and Their Application in the Catalytic Silylation of N ₂
  作者：Yasuhiro Ohki、Yuna Araki、Mizuki Tada、Yoichi Sakai

  DOI：10.1002/chem.201702925

  日期：2017.9.21

  cluster complex Cp*Mo(PMe3)}2FeN(SiMe3)2}2(H)8 (2 a; Cp*=η5‐C5Me5) and its [Mo2Mn2] congener 2 b were synthesized from the reactions of Cp*Mo(PMe3)(H)5 (1) with MN(SiMe3)2}2 (M=Fe, Mn). The amide‐to‐thiolate ligand‐exchange reactions of complex 2 a with bulky thiol reagents (HSR; R=2,4,6‐iPr3C6H2 (Tip), 2,6‐(SiMe3)2C6H3 (Btp)) furnished the corresponding hydride‐supported [Mo2Fe2](SR)2 cluster complexes

  氢化物支持[沫2的Fe 2 ]簇复杂的Cp *沫（PME 3）} 2 FEN（森达3）2 } 2（H）8（2 ;的Cp * =η 5 -C 5我5）通过[ Cp * Mo（PMe 3）（H）5（1）与M N（SiMe 3）2 } 2（M = Fe，Mn）的反应合成了其[Mo 2 Mn 2 ]同类物2b。络合物2 a的酰胺到硫醇盐的配体交换反应使用笨重的硫醇试剂（HSR; R = 2,4,6 ‐ i Pr 3 C 6 H 2（Tip），2,6‐（SiMe 3）2 C 6 H 3（Btp））提供了相应的氢化物负载的[ Mo 2 Fe 2 ]（SR）2簇络合物。[Mo 2 Fe 2 ]团簇用作N 2的还原甲硅烷基化反应的催化剂前体，相对于[Mo 2 Fe 2 ]团簇产生的N（SiMe 3）3约为65-69当量。配合物的处理2 a和b与过量的CN的吨卜导致形成双核钼铁和钼-锰复合物，这表明[沫2中号2
• Novel metal thiolates: [Mn2(SC6H3{SiMe3}2)4(C4H8O)], a binuclear manganese thiolate complex with tetrahedral and trigonal-planar metal coordination
  作者：Hans-Oscar Stephan、Gerald Henkel

  DOI：10.1016/0020-1693(94)03839-2

  日期：1994.5

  [Mn(NSiMe3}2)2(C4H8O)] with two equivalents of HSC6H3-2,6-(SiMe3)2 in n-pentane leads to the formation of [Mn2(SC6H3SiMe3}2)4(C4H8O)] which was isolated as the mono-pentane solvate. According to the results of an X-ray structure determination, this binuclear complex contains both trigonally and tetrahedrally coordinated manganese sites simultaneously and thus is a rare example of complexes which

  [Mn（N SiMe3} 2）2（C4H8O）]与两个当量的HSC6H3-2,6-（SiMe3）2在正戊烷中的反应导致形成[Mn2（SC6H3 SiMe3} 2）4（ C 4 H 8 O）]分离为单戊烷溶剂化物。根据X射线结构测定的结果，该双核络合物同时包含三角和四面体配位的锰位点，因此是由处于相同氧化态但具有不同配位数的金属离子建立的络合物的罕见实例。
• Koordinativ ungesättigte Eisen-Chalkogenolat-Komplexe mit trigonalplanaren Ligandensphären – Synthese, Eigenschaften und Reaktionen mit Stickstoff- und Sauerstoff-Donormolekülen
  作者：Ralf Hauptmann、Rainer Kliß、Jörg Schneider、Gerald Henkel

  DOI：10.1002/(sici)1521-3749(1998110)624:11<1927::aid-zaac1927>3.3.co;2-g

  日期：1998.11

  The new bulky organo-selenium compound 2,4,6-triphenylbenzeneselenole (1A) was synthesized by a multistep-reaction from 1,3,5-triphenylbenzene. 1A was converted by oxidation into the air-stable bis(2,4,6-triphenylphenyl)diselenide (1B), which was characterized by X-ray diffraction. The stepwise reaction of [Fe-2N(SiMe3)(2)}(4)] with 1A leads to the complexes [Fe-2(SeC6H2-2,4,6-Ph-3)(2)N(SiMe3)(2)}(2)] (2) and [Fe2(SeC6H2-2,4,6-Ph3)4] (3), controlled by their molar ratios. The conversion of 2 to 3 is also described. In addition, the coordinatively unsaturated thiolate complexes [Fe-2SC6H3-2,6-(SiMe3)(2)}(2)N(SiMe3)(2)}(2)] (4) and [Fe-2SC6H3- 2,6-(SiMe3)(2)}(4)] (5) were synthesized by stepwise reaction of [Fe-2N(SiMe3)(2)}(4)] with 2,6-bis(trimethylsilyl)benzenethiole. It is also possible to convert the heteroleptic compound 4 into the homoleptic thiolate complex 5. During our investigations of the reactivity of 5 towards small electroneutral molecules, the compounds [Fez(SC6H3-2,6-(SiMe3)2)4. (MeCN)(2)] (6) and [FeSC6H3-2,6-(SiMe3)(2)}(2)(OPEt3)] (7) were obtained. 6 is the product of the addition of two molecules of acetonitrile to 5. The iron atoms of 6 are coordinated by three sulfur and one nitrogen atom in a distorted tetrahedral manner. When 5 is treated with triethylphosphine oxide instead of acetonitrile, the mononuclear complex 7 with the coordination number three is formed. The iron atom is surrounded by two sulfur and one oxygen donor functions.