Bis(ethylenedithio)tetraselenafulvalene | 88682-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: Bis(ethylenedithio)tetraselenafulvalene
• 英文别名: Bis(ethylendithio)tetraselenafulvalene；2-(5,6-dihydro-[1,3]diselenolo[4,5-b][1,4]dithiin-2-ylidene)-5,6-dihydro-[1,3]diselenolo[4,5-b][1,4]dithiine
• CAS: 88682-24-0
• 化学式: C₁₀H₈S₄Se₄
• 分子量: 572.278
• InChiKey: OSZJANNFHDROAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  zinc(II) thiocyanate 、 Bis(ethylenedithio)tetraselenafulvalene 在 18-冠醚-6 、 铯硫氰酸盐 作用下， 以 乙醇 、 1,1,2-三氯乙烷 为溶剂， 生成 bis(ethyleneditiolo)tretrathiafulvalene Zn(SCN)3
  参考文献：
  名称：

  Magnetic properties of an organic spin-ladder compound (BEDT-TTF)Zn(SCN)3

  摘要：

  The title compound (BEDT-TTF)Zn(SCN)(3) is the first example of a spin-ladder with a frustrating antiferromagnetic interaction. The results of the ESR and the static magnetic susceptibility measurements are reported and discussed based on an extended-Huckel calculation. The temperature dependence of the spin susceptibility is in good agreement with the combination of about 1% of Curie component and a spin-ladder model with a spin-gap of 340 K. The existence of the spin-gap is experimentally confirmed for the first time for a spin-ladder in the weak-coupling limit. Possible effect of the frustration due to the diagonal interaction is also discussed. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0038-1098(97)00232-9
• 作为产物：
  描述：

  4-ethylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-diselenole-2-selone 在 盐酸 、 三乙胺 、 sodium iodide 、 三甲氧基磷 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 41.5h， 生成 Bis(ethylenedithio)tetraselenafulvalene
  参考文献：
  名称：

  Synthetic Procedure for Various Selenium-Containing Electron Donors of the Bis(Ethylenedithio)tetrathiafulvalene (BEDT-TTF) Type

  摘要：

  Six selenium variants of BEDT-TTF have been successfully synthesized by a newly developed synthetic method that involves a combination of two key reactions for the construction of two kinds of heterocyclic rings: the first is a one-pot formation of 1,3-dichalcogenole-2-chalcogenones from a common starting material, THP-protected 2-(ethynylthio)ethanol, leading to the inner five-membered rings, and the other is the annelation of the outer six-membered heterocyclic ring onto the inner ring by an intramolecular transalkylation reaction on a chalcogen atom. This method turned out to be widely applicable to the syntheses of the electron donors of bis(ethylenedithio)- and bis(ethyleneselenothio)-substituted types. However, synthetic attempts to form analogous donors of the bis(ethylenediseleno)-substituted type from THP-protected 2-(ethynylseleno)ethanol were unsuccessful. This is attributable to the predominance of side-reactions via a seleniranium (episelenonium) salt over the desired six-membered ring formation by transalkylation via a seleninium salt.

  DOI：

  10.1021/jo016393h

文献信息

• Stable molecular metals based on a novel unsymmetrical diselenadithiafulvalene
  作者：Shuji Aonuma、Yoshinori Okano、Hiroshi Sawa、Reizo Kato、Hayao Kobayashi

  DOI：10.1039/c39920001193

  日期：——

  Novel unsymmetrical π-electron donors have been synthesized and electrical conductivities of their radical cation salts have been studied: among them 4,5-ethylenedithio-4′,5′-(isopropylidenemethylenedithio)diselenadithiafulvalene salts are all metallic down to 4.2 K, and exhibit two-dimensional nature in the anisotropy of the conductivity.

  新型不对称π电子供体已被合成，并研究了其自由基阳离子盐的电导率：其中，4,5-乙烯二硫-4′,5′-(异丙基亚甲基二硫)二硒二硫富瓦烯盐在4.2 K下均呈现金属特性，并在电导率的各向异性中展现出二维特性。
• 有机无机杂化室温金属性的分子磁体及其制备 方法
  申请人：中国科学院化学研究所

  公开号：CN103864820B

  公开（公告）日：2016-06-22

  本发明公开了一种有机无机杂化室温金属性的分子磁体及其制备方法。本发明提供的室温金属性的分子磁体的分子式为：BETS3[Cu2(C2O4)3]B2，其中，BETS表示二硫代二乙撑基四硒富瓦烯，B表示醇类化合物；本发明提供的金属性的分子磁体的制备方法，包括如下步骤：以所述醇类化合物为电解质溶液，草酸铜的铵盐和BETS在电化学池中进行电化学反应，在阳极上得到所述室温金属性的分子磁体。本发明提供的室温金属性的分子磁体的制备方法，从有机π电子体系和Jahn-Teller畸变的磁性阴离子出发，在有机溶剂体系制备有机无机杂化室温金属性的分子磁体单晶；本发明提供的有机无机杂化室温金属性的分子磁体的晶体质量好，且产物单一，得率高。
• Structural, electrical and magnetic properties of low‐dimensional conductors based on unsymmetrical π donor EDT‐TTF and analogous selenium‐substituted molecules
  作者：Akane Sato、Emiko Ojima、Hayao Kobayashi、Akiko Kobayashi

  DOI：10.1039/a902347j

  日期：——

  Organic conductors based on the unsymmetrical π donor molecule EDT-TTF (ethylenedithiotetrathiafulvalene) or its selenium-substituted analogs (EDST, EDTS) and tetrahedral anions GaCl 4 – were prepared. The crystal structure determinations and the extended Hückel tight-binding band calculations indicate these systems to be quasi-one-dimensional conductors similar to TMTTF or TMTSF systems (TM systems). Electrical resistivity and magnetic susceptibility measurements and low-temperature X-ray diffraction experiments suggested a spin-Peierls ground state for (EDT-TTF) 2 GaCl 4 . (EDST) 2 GaCl 4 and (EDTS) 2 GaCl 4 exhibit metallic behavior down to ca. 40 K. The electric and magnetic properties of (EDST) 2 GaCl 4 suggested a semimetallic state at low temperature. In spite of the similarity in the crystal and electronic band structures between TM and EDT systems, these two series of quasi-one-dimensional conductors do not share the same ‘generalized phase diagram’. The electron–lattice interaction seems to be important in EDT conductors. The electric and magnetic properties of the isostructural systems with magnetic FeCl 4 – anions were also examined. The magnetic interaction between the high-spin Fe 3+ ions was found to be very weak.

  基于非对称Ï供体分子EDT-TTF（乙二硫四硫富戊烯）或其硒取代类似物（EDST、EDTS）和四面体阴离子GaCl 4 â制备了有机导体。晶体结构测定和扩展 H¼ckel 紧约束带计算表明，这些系统是类似于 TMTTF 或 TMTSF 系统（TM 系统）的准一维导体。电阻率和磁感应强度测量以及低温 X 射线衍射实验表明，(EDT-TTF) 2 GaCl 4 具有自旋-Peierls 基态。 (EDST) 2 GaCl 4 和 (EDTS) 2 GaCl 4 在低至约 40Â K 的温度下表现出金属特性。尽管 TM 和 EDT 系统的晶体和电子能带结构相似，但这两个系列的准一维导体并不共享相同的 "广义相图"。在 EDT 导体中，电子与晶格的相互作用似乎非常重要。我们还研究了带有磁性FeCl 4 - 阴离子的等结构体系的电学和磁学性质。研究发现，高自旋 Fe 3+ 离子之间的磁性相互作用非常微弱。
• Ethylenedithio(ethylenedioxo)diselenadithiafulvalene (TOST) and ethylenediseleno(ethylenedioxo)tetrathiafulvalene (SO): new unsymmetrical π-donors containing three elements in Group 16 (O, S, and Se)
  作者：Tatsuro Imakubo、Yoshinori Okano、Hiroshi Sawa、Reizo Kato

  DOI：10.1039/c39950002493

  日期：——

  The synthesis and characterization of new unsymmetrical bis(ethylenedithio)tetrathiafulvalene (ET) analogues ethylenedithio(ethylenedioxo)diselenadithiafulvalene (TOST) and ethyl enediseleno(ethylenedioxo)tetrathiafulvalene (SO) that contain three elements in group 16(O, S and Se) and their cation radical salts are reported.

  新型不对称双（亚乙基二硫代）四硫富瓦烯（ET）类似物的合成和表征，亚乙基二硫（亚乙基二氧代）二亚硒二硫富瓦烯（TOST）和乙基烯二烯丙基（亚乙基二氧代）四硫富富瓦烯（SO），它们在第16组（O，S和Se）中包含三个元素报道了阳离子自由基盐。
• Magnetic Molecular Conductors Based on BETS Molecules and Divalent Magnetic Anions [BETS = Bis(ethylenedithio)tetraselenafulvalene]
  作者：Emiko Fujiwara、Victor Gritsenko、Hideki Fujiwara、Itaru Tamura、Hayao Kobayashi、Madoka Tokumoto、Akiko Kobayashi

  DOI：10.1021/ic011160u

  日期：2002.6.1

  Several conducting salts based on BETS [where BETS = bis(ethylenedithio)tetraselenafulvalene] molecules and divalent magnetic anions such as the (CoCl(4))(2-), (CoBr(4))(2-), and (MnBr(4))(2-) were prepared. Electrocrystallization by using the (CoCl(4))(2-) anion gave two kinds of crystals. Block-shaped crystals were cleared to be (BETS)(2)CoCl(4), which is an insulator with the high-spin state of

  基于BETS的几种导电盐[其中BETS =双（亚乙基二硫代）四硒富勒烯]分子和二价磁性阴离子，例如（CoCl（4））（2-），（CoBr（4））（2-）和（MnBr（制备了4））（2-）。通过使用（CoCl（4））（2-）阴离子进行电结晶，得到两种晶体。块状晶体清除为（BETS）（2）CoCl（4），它是具有3d钴自旋状态的高自旋状态的绝缘体。另一方面，对（CoCl（4））（2-）盐的板状晶体的X射线晶体结构分析表明，该系统为κ-（BETS）（4）CoCl（4）（EtOH） ），其金属厚度低至0.7K。电子能带结构计算得出了典型的二维圆柱费米表面。然而，S = 3/2钴3d自旋之间仅存在非常弱的反铁磁相互作用，这是因为其阴离子-溶剂混杂的层结构。另一方面，通过使用（MnBr（4））（2-）阴离子进行电结晶，得到了（MnBr（4））（2-）盐的板状黑色结晶。（MnBr（4））（2-）盐的晶体结构分析表明，该盐为theta