[Sn(Me)2(1,2-benzenedithiolato)] | 153260-18-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: [Sn(Me)2(1,2-benzenedithiolato)]
• 英文别名: dimethyltin 1,2-benzenedithiolate；[Sn(CH3)2(1,2-benzenedithiolate)]；[SnMe2(1,2-benzenedithiolate)]；2,2-Dimethyl-1,3,2-benzodithiastannole
• CAS: 153260-18-5
• 化学式: C₈H₁₀S₂Sn
• 分子量: 289.009
• InChiKey: QJLRENZOZKLWLD-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [Sn(Me)2(1,2-benzenedithiolato)] 以 乙醚 、 二氯甲烷 为溶剂， 生成 benzene-1,2-dithiolate;gold(3+);1,2,3,4,5-pentafluorobenzene-6-ide;pyridine
  参考文献：
  名称：

  Synthesis and Reactivity of Trinuclear Gold(III) Dithiolate Complexes. X-ray Structure of [Au(C6F5)(S2C6H4)]3 and [Au(C6F5)(S2C6H4)(SC6H4SPPh3)]

  摘要：

  Q(2)[Zn(S-S)(2)] or [SnMe(2)(S-S)] (Q = NBu(4) or PPN, S-S = S2C6H4, S2C6H3CH3, or C3S5 (dmit)) reacts with trans-[Au(C6F5)Cl-2(tht)] affording trinuclear species [Au(C6F5)(S-S)](3) (1-3). When [AuX(3)(tht)] (X = Cl or Br) are used instead, [AuBr(S-S)], (4-6) and [AuCl(dmit)](n) (7) are obtained. Complex 1 further reacts with PPh(3) to give [Au(C6F5)(S2C6H4)(SC(6)H(4)SPPh(3))]. Complexes 1-3 react with neutral (pyridine) or anionic (Cl, Br, or SCN) ligands affording [Au(C6F5)(S-S)(py)] (9a-c) or Q[Au(C6F5)(S-S)X] (10a-c-12a-c) complexes. The structures of 1 and 8 have been established by X-ray crystallography. Complex 1 shows a six-membered Au3S3 ring which adopts a chair configuration and shows a gold-gold distance of 3.515 Angstrom. Complex 8 is a mononuclear square-planar gold(III) complex with a new SC(6)H(4)SPPh(3) thiolate ligand, the P-S bond length being 2.058(5) Angstrom.

  DOI：

  10.1021/om00012a021
• 作为产物：
  描述：

  二甲基二氯化锡 、 1,2-苯二硫醇 在 KOH 作用下， 以 乙醇 、 水 为溶剂， 以80%的产率得到[Sn(Me)2(1,2-benzenedithiolato)]
  参考文献：
  名称：

  通过二硫醇盐转移反应合成二硫醇盐金（III）配合物。[Au（C 6 F 5）（S 2 C 6 H 4）（PPh 3）]的X射线结构

  摘要：

  Na 2（SS）的乙醇溶液的反应{SS＆.dbnd; 具有[Sn（CH 3）2 Cl 2 ]或（PPN）2 [ZnCl 4 ]的1,2-S 2 C 6 H 4或3,4-S 2 C 6 H 3（CH 3）}得到[Sn（ CH 3）2（SS）]和（PPN）2 [Zn（SS）2 ]。与1,3-二硫醇-2-硫酮基-4,5-二硫醇（DMIT），[SN（CH锡衍生物3）2（DMIT）]，是通过[SN（CH反应得到3）2CL 2 ]与（净4）2 [Zn（上DMIT）2 ]。锡和锌络合物进一步与金（III）衍生物顺式-[Au（C 6 F 5）Cl 2 L]反应，生成二硫醇盐金（III）络合物[Au（C 6 F 5）（SS） L]。[Au（C 6 F 5）（S 2 C 6 H 4）（PPh 3）]的结构已经通过X射线衍射研究确定，并且显示了金与二硫醇盐螯合的方平面配位。

  DOI：

  10.1016/0022-328x(95)05291-v

文献信息

• Efficient Synthesis of One‐ and Two‐Dimensional Multimetallic Gold–Bis(dithiolene) Complexes
  作者：Michihisa Murata、Shoji Kaji、Hidetaka Nishimura、Atsushi Wakamiya、Yasujiro Murata

  DOI：10.1002/ejic.201600595

  日期：2016.7

  Multimetallic complexes having π-conjugated dithiolate ligands have recently received attention because of their unique solid-state properties. Reported herein are efficient and versatile routes for the synthesis of structurally well-defined multimetallic gold–bis(dithiolene) complexes. A dichlorogold(III) complex having a benzene-1,2-dithiolate ligand was prepared as a key terminal unit. A one-dimensional

  具有 π 共轭二硫醇配体的多金属配合物由于其独特的固态特性而最近受到关注。本文报道了合成结构明确的多金属金-双（二硫烯）配合物的有效且通用的途径。制备了具有苯-1,2-二硫醇配体的二氯金(III)配合物作为关键末端单元。通过使用苯-1,2,4,5-四硫醇盐作为桥连配体，以良好的收率合成了一维双金属金配合物。此外，通过使用苯六硫醇作为桥连配体，该策略被应用于合成具有星爆结构的二维三金属配合物。X 射线衍射分析明确证实了阴离子配合物的固态结构。
• Synthesis, structures and properties of a new series of platinum–diimine–dithiolate complexes
  作者：Christopher J. Adams、Natalie Fey、Matthew Parfitt、Simon J. A. Pope、Julia A. Weinstein

  DOI：10.1039/b709252k

  日期：——

  [Pt(mesBIAN)SS] have been synthesised mesBIAN = bis(mesityl)biazanaphthenequinone; SS = 1,2-dithiooxalate (dto) 1, maleonitriledithiolate (mnt) 2, 1,2-benzenedithiolate (bdt) 3, 3,4-toluenedithiolate (tdt) 4 and 1,3-dithia-2-thione-4,5-dithiolate (dmit) 5}, and the X-ray crystal structures of 3 and 5 determined. Cyclic voltammetry reveals that all the compounds form stable anions, and ESR spectroscopy

  新的方形铂金二亚胺已经合成了–二硫代甲酸酯化合物[Pt（mesBIAN）SS]（mesBIAN = bis（mesityl）biazanaphthenequinone; SS = 1,2- dithiooxalate（DTO）1，maleonitriledithiolate（MNT）2，1,2- benzenedithiolate（BDT）3，3,4- toluenedithiolate（TDT）4和1,3-二硫杂-2-硫酮-4， 5-二硫醇盐（dmit）5 }，并确定3和5的X射线晶体结构。循环伏安法 揭示所有化合物均形成稳定的阴离子，并且 ESR光谱 这些阴离子表明SOMO基于mesBIAN 配体; 化合物2–5在其化合物中也显示出可逆的氧化波简历。计算研究表明，金属和二硫醇盐结合而成的轨道的电荷转移过程配体基于mesBIANπ*的LUMO导致这些化合物在UV /可见光谱中观察到的低
• S,C- and S,S-coupling via dithiolate transfer reactions from tin to nickel complexes
  作者：Elena Cerrada、Ana Moreno、Mariano Laguna

  DOI：10.1039/b902569c

  日期：——

  Dithiolate tin(IV) complexes [SnMe2(SS)] (SS = 4,5-dimercapto-1,3-dithiol-2-thione, dmit; 1,2-benzene dithiolate, bdt; and 3,4-toluene dithiolate, tdt) are used as transmetallating agents in the reaction with nickel derivatives [NiBrR′(PR3)2] (R′ = mesitylene (Mes) and 2,4,6-trisisopropylphenyl (Trip), and PR3 = PPh3 and PPh2Me). The reaction results in the isolation of different complexes with a great variety of stoichiometries, including mono-, di- and trinuclear nickel complexes with the general formulae: [Ni(SS)(PR3)]2, [Ni(Mes)(SS-Mes)(PR3)], [Ni(SS-Mes)2] and [Ni3(bdt)3(PPh2Me)2], and the organic compounds dmit(Mes)}2, dmit(Trip)}2, dbt(Mes)2} and tbt(Mes)2} as a consequence of S,C- and S,S-coupling processes. In the case of [Ni(Mes)(dmitMes)(PPh2Me)], dmit(Trip)}2, [Ni3(bdt)3(PPh2Me)2] and [Ni(bdtMes)2] the X-ray analyses are also presented to confirm the proposed structures.

  二硫酸盐锡（IV）配合物[SnMe2(SS)]（SS = 4,5-二巯基-1,3-二硫醇-2-硫酮，dmit；1,2-苯二硫酸盐，bdt；和 3,4-甲苯二硫酸盐，tdt）作为反金属化剂，与镍衍生物 [NiBrR′(PR3)2] （R′＝间苯（Mes）和 2,4,6-三异丙基苯基（Trip），PR3＝PPh3 和 PPh2Me）反应。反应的结果是分离出各种不同的络合物，包括单核、双核和三核镍络合物，其通式如下：[Ni(SS)(PR3)]：[Ni(SS)(PR3)]2、[Ni(Mes)(SS-Mes)(PR3)]、[Ni(SS-Mes)2]和[Ni3(bdt)3(PPh2Me)2]，以及有机化合物dmit(Mes)}2、dmit(Trip)}2、dbt(Mes)2}和tbt(Mes)2}。对于[Ni(Mes)(dmitMes)(PPh2Me)]、dmit(Trip)}2、[Ni3(bdt)3(PPh2Me)2]和[Ni(bdtMes)2]，还进行了 X 射线分析，以证实所提出的结构。
• Self-association and columnar liquid crystalline phase of cationic alkyl-substituted-bipyridine benzenedithiolato gold(iii) complexes
  作者：Tomohiro Ogawa、Misaki Sakamoto、Hirotaka Honda、Takeshi Matsumoto、Atsushi Kobayashi、Masako Kato、Ho-Chol Chang

  DOI：10.1039/c3dt51444g

  日期：——

  The introduction of a Au(III) ion into a mesogenic core, [M(Bdt)(Cnbpy)]+ (Bdt = 1,2-benzenedithiolato and Cnbpy = 4,4′-di-alkyl-2,2′-bipyridine (n = 13 (4,4′-di-tridecyl-2,2′-bipyridine (C13bpy)) and 8,10 (4,4′-di-(3-octyltridecyl)-2,2′-bipyridine (C8,10bpy)))), leads to the formation of ionic molecular assemblies in crystalline and mesophases. Successive syntheses of precursor complexes, [AuCl2(Cnbpy)]PF6 (n = 13 (1) and 8,10 (2)), followed by the target complexes, [Au(Bdt)(Cnbpy)]PF6 (n = 13 (3) and 8,10 (4)), were achieved. The crystallographic analysis of 3 revealed that the central cationic cores form a characteristic one-dimensional columnar structure, which is an essential property for the formation of columnar structures in the liquid crystalline phase. The central cores of the [Au(Bdt)(C13bpy)]+ cations in 3 stack alternatively so as to cancel out their dipole moments and the counteranions lie between the cationic columns. Furthermore, the introduction of the branched alkyl tails in 4 induces the formation of a rectangular columnar liquid crystalline phase (Colr) with C2/m symmetry, and it melts to an isotropic liquid at 69 °C. The Colr phase of 4 is partially similar in its liquid crystalline structure to the neutral [Pt(Bdt)(C8,10bpy)] liquid crystal in a hexagonal columnar phase reported previously, while complex 4 shows a lower clearing point than that of the Pt analogue. Based on these results, the present study demonstrates the designability of the liquid crystalline structures of the [M(Bdt)(C8,10bpy)] skeleton together with their assembled structures and physico-chemical properties.

  将 Au(III) 离子引入介晶核心，[M(Bdt)(Cnbpy)]+ (Bdt = 1,2-苯二硫醇和 Cnbpy = 4,4'-二烷基-2,2'-联吡啶(n = 13 (4,4'-二-十三烷基-2,2'-联吡啶 (C13bpy)) 和 8,10 (4,4'-二-(3-辛基十三烷基)-2,2'-联吡啶 (C8 ,10bpy)))), 导致在结晶相和中间相中离子分子组装体的形成。连续合成前体配合物 [AuCl2(Cnbpy)]PF6 (n = 13 (1) 和 8,10 (2))，然后合成目标配合物 [Au(Bdt)(Cnbpy)]PF6 (n = 13 ( 3) 和 8,10 (4)) 均已实现。 3的晶体学分析表明，中心阳离子核形成特征性的一维柱状结构，这是在液晶相中形成柱状结构的基本性质。 [Au(Bdt)(C13bpy)]+ 阳离子的中心核交替排列，以抵消它们的偶极矩，而抗衡阴离子位于阳离子柱之间。此外，4中支链烷基尾部的引入诱导形成具有C2/m对称性的矩形柱状液晶相（Colr），并在69℃熔化为各向同性液体。 4的Colr相的液晶结构与之前报道的六方柱状相中性[Pt(Bdt)(C8,10bpy)]液晶部分相似，而配合物4显示出比Pt更低的清亮点类似物。基于这些结果，本研究证明了[M(Bdt)(C8,10bpy)]骨架的液晶结构及其组装结构和物理化学性质的可设计性。
• Ogawa, Satoshi; Saito, Mitsugu; Ogasawara, Michiko, Heterocycles, 1995, vol. 41, # 5, p. 889 - 892
  作者：Ogawa, Satoshi、Saito, Mitsugu、Ogasawara, Michiko、Sato, Ryu

  DOI：——

  日期：——