N,N'-diethyl-N,N'-bis(2-mercaptoethyl)propanediamine | 190121-81-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-diethyl-N,N'-bis(2-mercaptoethyl)propanediamine
• 英文别名: N,N'-diethyl-3,7-diazanonane-1,9-dithiol；N,N'-diethyl-3,7-diazanonane-1,9-dithiole；N,N'-diethyl-N,N'-bis(2-mercaptoethyl)-1,3-diaminopropane；Ethanethiol, 2,2'-[1,3-propanediylbis(ethylimino)]bis-；2-[ethyl-[3-[ethyl(2-sulfanylethyl)amino]propyl]amino]ethanethiol
• CAS: 190121-81-4
• 化学式: C₁₁H₂₆N₂S₂
• 分子量: 250.473
• InChiKey: QDMJFAAQWFACMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  8.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-diethyl-N,N'-bis(2-mercaptoethyl)propanediamine 以 四氢呋喃 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, X-ray structure and electrochemical characterisation of a binuclear thiolate bridged Ni–Fe–nitrosyl complex, related to the active site of NiFe hydrogenase

  摘要：

  [NiL] 1（L = N,Nâ²-二乙基-3,7-二氮杂壬烷-1,9-二硫酸盐）与[Fe(CO) 2 (NO) 2 ] 2 反应生成[Ni(L)Fe(NO) 2 ] 3，其中一个 Ni II 离子和一个亚硝基化的 Fe - II 中心通过螯合配体的两个 µ-S 原子桥接。

  DOI：

  10.1039/a700884h
• 作为产物：
  描述：

  环硫乙烷 、 N,N'-二乙基-1,3-丙二胺 以 甲苯 为溶剂， 反应 24.0h， 以90%的产率得到N,N'-diethyl-N,N'-bis(2-mercaptoethyl)propanediamine
  参考文献：
  名称：

  镍 (II) 配合物通过桥接硫醇盐与 Fe4S4 簇的单齿和双齿结合：含 CO 脱氢酶/乙酰辅酶 A 合酶活性位点的模型化合物的合成、晶体结构和电化学性质

  摘要：

  [Ni(EtN2S2)] (1) (EtN2S2 = N,N'-diethyl-3,7-diazanonane-1,9-dithiolate) 和 [Ni(S4)] (2) (S4 = 3,7-dithianonane- 1,9-二硫醇盐）与 [Fe4S4I4]2- 反应，分别得到中性簇 [{Ni(EtN2S2)}2Fe4S4I2] (3) 和 [{Ni(S4)}2Fe4S4I2] (4)。与芳烃硫醇钾复分解产生簇 [{Ni(EtN2S2)}2Fe4S4(Stip)2] (5) 和 [{Ni(S4)}2Fe4S4(Stip)2] (6)（tip = 2,4,6-三异丙苯）。或者，后一种化合物可以通过相应的 Ni 配合物对 [Fe4S4(Stip)2L2]（L = 2,3-二甲基-1-苯基-3-吡唑啉-5-硫酮）的作用来合成，其中中性配体是被 Ni 配合物取代。正如单晶 X 射线晶体学所阐明的那样，3、5、和

  DOI：

  10.1021/ja970194r

文献信息

• Synthesis, structural characterization, and reactivity of (thiolato)bismuth complexes as potential water-tolerant Lewis acid catalysts
  作者：Glen G. Briand、Andreas Decken、Whitney E.M.M. Shannon、Eric E. Trevors

  DOI：10.1139/cjc-2017-0640

  日期：2018.6

  We have synthesized bismuth complexes incorporating polydentate mono- and dithiolate ligands and examined their utility as water-tolerant Lewis acid catalysts. The reaction of Bi(OAc)3 or Bi(NO3)3·5H2O and the corresponding mono- or dithiol(ate) yielded the compounds [(SNNS)Bi(OAc)] (4), [(SNNSPr)Bi(OAc)] (5), [(NNS2)Bi(OAc)] (6) and [(ONS2)Bi(OAc)] (7), [(ONS2)Bi(NO3)] (8) and [(NNS)2Bi][NO3] (9)

  我们已经合成了包含多齿单硫醇和二硫醇配体的铋配合物，并研究了它们作为耐水路易斯酸催化剂的效用。Bi(OAc)3 或 Bi(NO3)3·5H2O 与相应的单硫醇或二硫醇（酸）反应生成化合物 [(SNNS)Bi(OAc)] (4), [(SNNSPr)Bi(OAc) ] (5), [(NNS2)Bi(OAc)] (6) 和 [(ONS2)Bi(OAc)] (7), [(ONS2)Bi(NO3)] (8) 和 [(NNS)2Bi] [NO3] (9) [H2(SNNS) = N,N'-二甲基-N,N'-双(2-巯基乙基)乙二胺；H2(SNNSPr) = N,N'-二乙基-N,N'-双(2-巯基乙基)丙二胺；H2(NNS2) = N,N-二乙基-N',N'-双(2-巯基乙基)乙二胺；H2(ONS2) = 2-甲氧基乙基-双(2-巯基乙基)胺；H(NNS) = N,N-二乙基-N'-(2-巯基乙基)乙二胺]。4-8
• Synthesis and Characterization of Neutral Hexanuclear Iron Sulfur Clusters Containing Stair-like [Fe₆(μ₃-S)₄(μ₂-SR)₄] and Nest-like [Fe₆(μ₃-S)₂(μ₂-S)₂(μ₄-S)(μ₂-SR)₄] Core Structures
  作者：Frank Osterloh、Wolfgang Saak、Siegfried Pohl、Monika Kroeckel、Christian Meier、Alfred X. Trautwein

  DOI：10.1021/ic980039t

  日期：1998.7.1

  anion [Fe(6)S(9)(SR)(2)](4-). The zero-field (57)Fe Mössbauer spectrum of 3 is in accordance with four Fe(2.5+)S(4) centers (delta = 0.46 mm/s; DeltaE(Q) = 1.14 mm/s) and two N(2)S(3)-bound high-spin Fe(2+) sites (delta = 0.83 mm/s; DeltaE(Q) = 3.64 mm/s). A total cluster spin of 0 is deduced from the Mössbauer spectrum at 4.2 K and 5.3 T, which yields magnetic splitting from the applied field only. For

  双核铁络合物[Fe（“ EtN（2）S（2）”）}（2）]（1b，“ EtN（2）S（2）” = N，N'-二乙基-3,7-二氮杂壬烷由游离配体和双[双（双（三甲基甲硅烷基）酰胺]亚铁在甲苯中制备-1,9-二硫代硫酸盐）。在二氯甲烷中1b与[Fe（4）S（4）I（4）]（2-）古巴簇发生反应，以取代两个碘配体并形成中性六核簇[Fe（“ EtN（2）S（2 ）”）}（2）Fe（4）S（4）I（2）]（2）分离为黑色晶体，收率为87％。通过X射线结构分析阐明，2包含新型六核阶梯状[Fe（6）（＆mgr;（3）-S）（4）（＆mgr;（2）-SR）（4）]核，表现出晶体学反演对称性。该化合物结晶成单分子空间群P2（1）/ n中每个分子式单元具有两个CH（2）Cl（2）分子的溶剂化物，其中a = 1570.5（2）pm，b = 1060.2（1）pm，c = 1604.0（2）pm，β= 114
• Metal‐Controlled Stereoselectivity in Complex Formation: Assembly of Tetranuclear Copper( <scp>I</scp> ) Complexes with Four Stereogenic Nitrogen Donor Functions in all‐( <i>R</i> ) and all‐( <i>S</i> ) Configurations
  作者：Jörg Schneider、Martin Köckerling、Rodion Kopitzky、Gerald Henkel

  DOI：10.1002/ejic.200200563

  日期：2003.5

  of the copper atom, the nitrogen donor atoms within the [Cu(NR2S2)]− metallo ligands are restricted to identical absolute configurations. The combination of two [Cu(NR2S2)]− metallo ligands with two further CuI ions to give the tetranuclear complexes 1 or 2 via S−Cu−S bridges underlies stereochemical control, resulting in optically active systems with (R,R,R,R) and (S,S,S,S) configurations. Consequently

  N,N'-二烷基-3,7-二氮杂-1,9-二硫醇 (NR2S2) 配体 (R = Me, Et) 与一价铜反应形成手性配合物 [Cu4(NMe2S2)2] (1) 和 [Cu4(NEt2S2)2] (2) 通过 X 射线衍射和光谱技术表征。它们在两个线性 S−Cu−S} 片段中都含有铜原子，作为单核 [Cu(NR2S2)]− 亚位点之间的连接器，以及在这些构建块内的 CuS2N2} 单元中，可以将其描述为不完全配位八面体不寻常的设计。由于配体系统的空间需求和铜原子的电子需求之间有利的相互作用，[Cu(NR2S2)]-金属配体中的氮供体原子被限制为相同的绝对构型。两个 [Cu(NR2S2)]- 金属配体与另外两个 CuI 离子的组合通过 S-Cu-S 桥产生四核配合物 1 或 2 是立体化学控制的基础，从而产生具有 (R, R, R, R) 和 (S,S,S,S) 配置。因此，其对映体形式的金属配体不能通过
• Synthesis, characterization and reactivity of (dithiolato)indium complexes
  作者：Timothy S. Anderson、Glen G. Briand、Ralf Brüning、Andreas Decken、Matthew J. Margeson、Heidi M. Pickard、Eric E. Trevors

  DOI：10.1016/j.poly.2017.06.053

  日期：2017.10

  We have synthesized indium complexes incorporating tetradentate dithiolate ligands. The 1:1 reaction of InX3 (X = OAc, NO3) and the corresponding dithiol or dithiolate yielded the compounds [(SOOS)In(py) (NO3)] (1), [(SNNS)In(OAc)] (2), [In(mu-SNNS)(2)(mu-OMe)In][NO3] (3), [(SNNSPr)In(OAc)] (4), [(NNS2)In (OAc)] (5) and [(NNS2)In(NO3)] (6) [H-2(SOOS) = 2,2'-(ethylenedioxy)diethanethiol; H-2(SNNS) = N, N'-dimethyl-N,N'-bis(2-mercaptoethyl)ethylenediamine; H-2(SNNSPr) = N,N'-diethyl-N,N'-bis(2-mercaptoethyl)propanediamine; H2(NNS2) N,N-diethyl-N',N'-bis(2-mercaptoethyl)ethanediamine]. The solid-state structures of 1, 2 and 4-6 are mononuclear and show a tetradentate SOOS/SNNS/NNS2 ligand and a distorted octahedral (1) or trigonal bipyramidal (2, 4-6) coordination geometry at indium. Compound 3 is dinuclear, with the indium centres bridged by a -OMe oxygen atom and a thiolate sulfur atom of chelating tetradentate ligands, respectively. InX3 (X = Cl, NO3) were found to be useful Lewis acid catalysts for the aldol reaction of benzaldehyde and 1-(trimethylsiloxy)cyclohexene under ambient conditions, while compounds 1-6 show moderate activity as catalysts for the esterification of stearic acid and transesterification of methyl stearate and glyceryl trioctanoate. (C) 2017 Elsevier Ltd. All rights reserved.
• (3,7-Diethyl-3,7-diazanonane-1,9-dithiolato-<i>S</i>,<i>N</i>,<i>N</i>',<i>S</i>')nickel(II)
  作者：J. Schneider、R. Hauptmann、F. Osterloh、G. Henkel

  DOI：10.1107/s0108270198012578

  日期：1999.3.15

  The electroneutral title complex, (3,7-diethyl-3,7-diazanonane-1,9-dithiolato-S,N,N',S')nickel(II), [Ni(C11H24N2S2)], contains a distorted square-planar arrangement of two N- and two S-donor atoms around the Ni-II centre in a cis-type fashion.