3,3′-[(3-ethyl-2-thioxo-2,3-dihydro-1,3-thiazole-4,5-diyl)bis(seleno)]dipropanenitrile | 1402606-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,3′-[(3-ethyl-2-thioxo-2,3-dihydro-1,3-thiazole-4,5-diyl)bis(seleno)]dipropanenitrile
• 英文别名: N-ethyl-bis(cyanoethylseleno)-1,3-thiazoline-2-thione
• CAS: 1402606-67-0
• 化学式: C₁₁H₁₃N₃S₂Se₂
• 分子量: 409.296
• InChiKey: CQZAXDJFUIWGNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.62
• 重原子数：
  18.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  52.51
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3,3′-[(3-ethyl-2-thioxo-2,3-dihydro-1,3-thiazole-4,5-diyl)bis(seleno)]dipropanenitrile 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 0.5h， 生成 5,9-Diethyl-3,11-dithia-7-selena-5,9-diazatricyclo[6.3.0.02,6]undeca-1(8),2(6)-diene-4,10-dithione
  参考文献：
  名称：

  Diselenolene proligands: reactivity and comparison with their dithiolene congeners

  摘要：

  噻吩和二噻吩是从二噻吩前体合成的。

  DOI：

  10.1039/d1nj01335a
• 作为产物：
  描述：

  3-溴丙腈 、 N-ethyl-1,3-thiazoline 2-thione 在 selenium 、 lithium diisopropyl amide 作用下， 生成 3,3′-[(3-ethyl-2-thioxo-2,3-dihydro-1,3-thiazole-4,5-diyl)bis(seleno)]dipropanenitrile
  参考文献：
  名称：

  Diselenolene proligands: reactivity and comparison with their dithiolene congeners

  摘要：

  噻吩和二噻吩是从二噻吩前体合成的。

  DOI：

  10.1039/d1nj01335a

文献信息

• Introducing Selenium in Single-Component Molecular Conductors Based on Nickel Bis(dithiolene) Complexes
  作者：Hadi Hachem、HengBo Cui、Reizo Kato、Olivier Jeannin、Frédéric Barrière、Marc Fourmigué、Dominique Lorcy

  DOI：10.1021/acs.inorgchem.1c00400

  日期：2021.6.7

  and low conductivity (σRT = 1.7 × 10–5 S cm–1). On the other hand, going from the neutral [Ni(Et-thiazdt)2] dithiolene complex to the corresponding [Ni(Et-thiazds)2] diselenolene complex gives rise to a more conventional layered structure built out of uniform stacks of the diselenolene complexes, different, however, from the all-sulfur analogue [Ni(Et-thiazdt)2]. Band structure calculations show an essentially

  已经从它们的前体自由基阴离子制备了全硫单组分分子导体 [Ni(Et-thiazdt) 2 ] (Et-thiazdt = N -ethylthiazoline-2-thione-4,5- dithiolate) 的两种硒化类似物复合体。用硒酮部分替换硫酮得到中性 [Ni(Et-thiaz Se dt) 2 ] 复合物。它采用前所未有的固态组织（用于中性镍配合物），形成完全重叠的二聚体和非常短的分子间 Se…Se 接触（范德华接触距离的 81%）。二聚体之间有限的相互作用导致大的半导体间隙和低电导率（σ RT = 1.7 × 10 –5 S cm –1）。另一方面，从中性 [Ni(Et-thiazdt) 2 ] 二硫烯配合物到相应的 [Ni(Et-thiaz ds ) 2 ]二硒烯配合物产生更传统的层状结构，该结构由均匀堆叠的然而，二硒烯复合物与全硫类似物 [Ni(Et-thiazdt) 2
• Variable Magnetic Interactions between S = 1/2 Cation Radical Salts of Functionalizable Electron-Rich Dithiolene and Diselenolene Cp₂Mo Complexes
  作者：Talia Bsaibess、Michel Guerro、Yann Le Gal、Daad Sarraf、Nathalie Bellec、Marc Fourmigué、Frédéric Barrière、Vincent Dorcet、Thierry Guizouarn、Thierry Roisnel、Dominique Lorcy

  DOI：10.1021/ic3025606

  日期：2013.2.18

  planar MoS2C2 (or MoSe2C2) metallacycles. All five complexes formed charge transfer salts with a weak (TCNQ) and a strong acceptor (TCNQF4), affording ten different charge-transfer salts, all with 1:1 stoichiometry. Crystal structure determinations show that the S/Se substitution in the metallacycle systematically affords isostructural salts, while the Cp2Mo(R-thiazdt) complexes with R equals ethyl or CH2CH2OH

  一系列含有N-烷基-1,3-噻唑啉-2-硫酮-4,5-二硫代酸酯配体的Cp 2 Mo（二硫代烯）和Cp 2 Mo（二硫代烯）配合物（R-噻唑，R = Me，Et，CH合成了2 CH 2 OH）和N-烷基-1,3-噻唑啉-2-硫酮-4,5-二硒酸酯配体（R-噻唑，R = Me，Et）。这些杂钼钼配合物已经通过电化学，光谱电化学和单晶X射线衍射表征。它们可作为非常好的电子供体配合物，其第一氧化电位比原型Cp 2 Mo（dmit）配合物低200 mV，并表现出几乎为平面的MoS 2 C 2（或MoSe 2 C 2））metallacycles。所有这五个络合物均形成具有弱受体（TCNQ）和强受体（TCNQF 4）的电荷转移盐，提供了十种不同的电荷转移盐，均具有1：1的化学计量比。晶体结构测定表明，金属环中的S / Se取代系统地提供了同构结构的盐，而具有R的Cp 2 Mo（R-thiazdt）络合物等于乙基或CH
• Anisotropic Chemical Pressure Effects in Single-Component Molecular Metals Based on Radical Dithiolene and Diselenolene Gold Complexes
  作者：Gilles Yzambart、Nathalie Bellec、Ghassan Nasser、Olivier Jeannin、Thierry Roisnel、Marc Fourmigué、Pascale Auban-Senzier、Jorge Íñiguez、Enric Canadell、Dominique Lorcy

  DOI：10.1021/ja3065649

  日期：2012.10.17

  On the basis of the reported radical neutral complex [Au(Et-thiazdt)(2)] (Et-thiazdt = N-ethyl-1,3-thiazoline-2-thione-4,5-dithiolate), a series of single-component conductors derived from [Au(Et-thiazdt)(2)], also noted as [AuS4(=S)(2)], has been developed, by replacing the outer sulfur atoms of the thiazoline-2-thione rings by oxygen atoms and/or by replacing the coordinating sulfur atoms by selenium atoms toward the corresponding diselenolene complexes. Comparison of the X-ray crystal structures and transport properties of the four isostructural complexes, noted as [AuS4(=S)(2)], [AuS4(=O)(2)], [AuSe4(=S)(2)], and [AuSe4(=O)(2)], shows that the oxygen substitution on the outer thiazoline ring actually decreases the conductivity by a factor of 100, despite a contracted unit cell volume reflecting a positive chemical pressure effect. On the other hand, the S/Se substitution increases the conductivity by a factor of 100, and the pressure needed to transform these semiconductors into the metallic state is shifted from 13 kbar in [AuS4(=S)(2)] to only approximate to 6 kbar in [AuSe4(=S)(2)] Analysis of unit cell evolutions and ab initio band structure calculations demonstrates the strongly anisotropic nature of this chemical pressure effect and provides an explanation for the observed changes in conductivity. The greater sensitivity of these neutral single-component conductors to external pressure, as compared with "classical" radical salts, is also highlighted.