di-nbutyl-dithiooxamide | 13749-57-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 英文名称: di-nbutyl-dithiooxamide
• 英文别名: H2-nbu2-DTO；N~1~,N~2~-Dibutylethanebis(thioamide)；N,N'-dibutylethanedithioamide
• CAS: 13749-57-0
• 化学式: C₁₀H₂₀N₂S₂
• 分子量: 232.414
• InChiKey: XEHMWDJXQOCWDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  88.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  di-nbutyl-dithiooxamide 在 bipyridine or pyridine or phenanthroline 作用下， 以 氯仿 为溶剂， 生成 bis(dehydro-N,N'-di-n-butyldithiooxamidato)platinum(II)
  参考文献：
  名称：

  Platinum(II) complexes of N,N′-di-nbutyldithiooxamide showing a peculiar +NH···Cl− interaction. The crystal and molecular structure of bis-di-nbutyldithiooxamidato-platinum(II)

  摘要：

  N,N'-di-butyldithiooxamide, (n)bu2-DTO, reacts in chloroform with neutral complexes of the type cis-PtL2Cl2. When L=bz2S or 1/2COD the tight contact ion pair {Pt(H2-(n)bu2-DTO)22+,(Cl-)2} (1) is obtained for any metal to ligand ratio. When L is Me2SO the ion pair {(Me2SO)ClPt(H2-(n)bu2-DTO+,(Cl-)} (2) separates in the solid state on adding the ligand to platinum in a 1:1 ratio. This monochelate complex, however, is unstable in chloroformic solution where a symmetrization equilibrium with the corresponding bis-chelate ion pair 1 and the dichloroplatinum starting material can be found. Compound 1 by reaction with pyridine, dipyridine, phenanthroline or similar nitrogen Lewis bases loses one or both HCl molecules so giving {Pt(H-(n)bu2-DTO)(H2-(n)bu2-DTO)+,(CL-)} (3) or [Pt(H-(n)bu2-DTO)2] (4), depending on the base concentration. Dissolution of 1 in a basic solvent (DMF, alcohols) leads to the formation of the neutral species 4, which is also formed when a chloroformic solution of 1 undergoes a double phase reaction with the -OH group of H-OH, =Al-OH or =Si-OH. Compound 4 crystallizes in the monoclinic space group P2(1)/c, with a=10.572(2), b=10.748(1), c=12.165(2) angstrom, beta=93.37(2)degrees, V=1379.9(4) angstrom3, Z=2 and D(calc)=1.58 g cm-3 ; the structure was refined to R=0.033 and R(w)=0.038. The [Pt(H-(n)bu2-DTO)2] complex has imposed square-planar geometry about the Pt atom, two thioamide S atoms of the (n)bu2-DTO molecule acting as a chelating ligand. The two crystallographically independent values for the Pt-S bond distance are: Pt-S(1)=2.297(3) angstrom and Pt-S(2)=2.284(2) angstrom, the bond angles are very close to 90-degrees. The deprotonated complex [Pt(H-(n)bu2-DTO)2] (4) restores the ion pair by a double phase reaction with aqueous HCl, while none of the oxoacids is able to give {Pt(H2-nbu2-DTO)22+,(Ox-)2} (Ox-=oxoanion). As a consequence, the +N-H...Cl-hydrogen interaction in {Pt(H2-(n)bu2-DTO)22+,(Cl-)2} is thought to be crucial in stabilizing the tight ion pair.

  DOI：

  10.1016/s0020-1693(00)82884-4
• 作为产物：
  描述：

  N,N''-dibutyl-oxalamidine 在 乙醇 、 硫化氢 作用下， 生成 di-nbutyl-dithiooxamide
  参考文献：
  名称：

  Notes - The Chemistry of Oxamidines. II. Reaction with Hydrogen Sulfide

  摘要：

  DOI：

  10.1021/jo01096a620

文献信息

• Self‐Assembly of Hexameric Macrocycles from Pt ^II /Ferrocene Dimetallic Subunits – Synthesis, Characterization, Chemical Reactivity, and Oxidation Behavior
  作者：Antonino Giannetto、Fausto Puntoriero、Anna Notti、Melchiorre F. Parisi、Ileana Ielo、Francesco Nastasi、Giuseppe Bruno、Sebastiano Campagna、Santo Lanza

  DOI：10.1002/ejic.201501050

  日期：2015.12

  [(Me2SO)ClPt(HR2DTO κ‐S,S Pt)] (HR2DTO = secondary dithiooxamide, with R = methyl, ethyl, n‐propyl, n‐butyl, n‐decyl, isopropyl, (R)‐1‐phenylethyl, or (S)‐2‐hydroxypropyl; κ‐S,S Pt denotes the coordination of the DTO moiety to the Pt atom) have been prepared and used to synthesize platinum(II)/ferrocene dimetallic species IIa–h of formula [(dppf)Pt(HR2DTO κ‐S,S Pt)]Cl (dppf = 1,1′‐diphosphinoferrocene). Complexes IIa–e

  新的化合物IA - ħ形式的[（ME 2 SO）CLPT（HR 2 DTOκ-小号，小号的Pt）]（HR 2 DTO =仲二硫代草酰胺，其中R =甲基，乙基，Ñ丙基，Ñ丁基，ñ癸基，异丙基，（- [R）-1-苯乙基，或（小号）-2-羟基丙基;κ-小号，小号的Pt表示DTO部分与铂原子的配）已经被制备并用于合成铂（ II）/二茂铁二元金属物种IIA - ħ式[（DPPF）的Pt（HR 2 DTOκ-小号，S Pt）] Cl（dppf = 1,1'-diphosphinoferrocene）。配合物IIa – e在二硫代乙酰胺部分带有直链基团（即R =甲基，乙基，正丙基，正丁基或正癸基），静置后自组装形成前所未有的六聚大环化合物IIIa – e。化合物IIa – e，IIIa – e和IIf – h的特征在于1 H，13 C，31的组合P NMR光谱以及2D-ROESY和扩散有序NMR光谱（D
• Long chain secondary dithiooxamides as ligands for the synthesis of platinum(II) metallomesogens
  作者：Maria Chiara Aversa、Paola Bonaccorsi、Duncan W. Bruce、Francesco Caruso、Placido Giannetto、Santo Lanza、Stefania Morrone

  DOI：10.1016/s0020-1693(96)05450-3

  日期：1997.3

  long chain dithiooxamides which in some cases show a different behaviour with respect to R 2 H 2 DTO bearing small substituents on nitrogen atoms. The observed reactivity appears related only in part to the lower basicity of amide nitrogen atoms in diaryl- with respect to dialkyl-dithiooxamides, and differently populated conformations of the complexes seem to play an important role. Mesophase formation

  摘要为寻找具有成矿作用的仲二硫代草酰胺（RNHCS）2（RNHCS）2（称为R 2 H 2 DTO）铂配合物，从顺式[[Pt（Me 2 SO）]合成了数种[Pt（R 2 HDTO）2]。 ）2 Cl 2]。本文主要研究长链二硫代草酰胺的配位化学，在某些情况下，该配位化学相对于在氮原子上带有小取代基的R 2 H 2 DTO表现出不同的行为。相对于二烷基-二硫代草酰胺，观察到的反应性似乎仅部分与二芳基中酰胺氮原子的碱性较低有关，并且配合物的不同填充构象似乎起重要作用。R = 3,4- [CH 3（CH 2）9 O] 2 C 6 H 3和3的[Pt（R 2 HDTO）2]的中间相形成，通过偏振光学显微镜和差示扫描量热法提出了4- [CH 3（CH 2）11 O] 2 C 6 H 3的建议。还描述了类似的双螯合物的合成，但是具有两个不同的二硫代草酰胺配体。
• Ruthenium(<scp>ii</scp>) and palladium(<scp>ii</scp>) homo- and heterobimetallic complexes: synthesis, crystal structures, theoretical calculations and biological studies
  作者：Banafshe Askari、Hadi Amiri Rudbari、Nicola Micale、Tanja Schirmeister、Thomas Efferth、Ean-Jeong Seo、Giuseppe Bruno、Kevin Schwickert

  DOI：10.1039/c9dt02353d

  日期：——

  the NNSS coordination mode (kinetic compounds) turns out to be unstable and therefore the resulting complexes rearrange into a thermodynamically more stable form (NS coordination mode). The crystal structures of [(trinpropyl-phosphine)ClPd]2[μ-(ethyl)2-DTO κ-N,S Pd, κ-N′,S′ Pd′] (2) and [(η6-p-cymene)ClRu][μ-(methyl)2-DTO κ-N,S Ru, κ-N,S Pd] [(trinpropyl-phosphine)ClPd] (1c) were determined by solid

  四个Ru-Pd异双金属配合物，每个处于两种不同的配位方式（NNSS和NS），其金属通过双核二烷基二硫代草酰胺酸盐[N（R）SC-CS（R）N]连接[R =甲基，乙基，正丁基和异丙基]，是由monochelate反应来制备[（三ñ丙基膦）CLPD（HR 2 ç 2 ñ 2小号2 κ-S，S-PD）]与[（η 6 - p -cymene）的RuCl 2 ] 2。此外，具有两个（tri n合成了由二乙基二硫代氨基甲酸酯在κ-N，S Pd，κ-N'，S'Pd'和κ-N，N'Pd，κ-S，S'Pd'配位模式下连接的丙基膦）ClPd部分。对于在室温下和在氯仿溶液中的两种同型和异双金属配合物，NNSS配位模式（动力学化合物）变得不稳定，因此生成的配合物重新排列成热力学更稳定的形式（NS配位模式）。的晶体结构[（三Ñ丙基膦）CLPD] 2 [μ-（乙基）2 -DTOκ-N，S的Pd，κ-N'，S'的Pd']（2）和[（η
• Kibbel, H. U.; Kuecken, M.; Peters, E., Journal fur praktische Chemie (Leipzig 1954), 1981, vol. 323, # 1, p. 41 - 48
  作者：Kibbel, H. U.、Kuecken, M.、Peters, E.、Weber, H.

  DOI：——

  日期：——
• Preparation of unsymmetrical dithiooxamides
  作者：Bernard J. Haske、Margaret E. Matthews、John A. Conkling、Hermann P. Perzanowski

  DOI：10.1021/jo01280a062

  日期：1967.5