3-phenylthiazole-2(3H)-thione | 33174-73-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-phenylthiazole-2(3H)-thione
• 英文别名: 3-phenyl-1,3-thiazole-2(3H)-thione；3-Phenyl-thiazol-thion-(2)；3-phenyl-3H-thiazole-2-thione；3-Phenyl-1,3-thiazole-2-thione；3-phenyl-1,3-thiazole-2-thione
• CAS: 33174-73-1
• 化学式: C₉H₇NS₂
• 分子量: 193.293
• InChiKey: SRMMSILOGUCWCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-phenylthiazole-2(3H)-thione 在 一水合肼 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 74.25h， 生成 bis-(3-phenyl-3H-thiazol-2-ylidene)-hydrazine
  参考文献：
  名称：

  Huenig,S.; Sauer,G., Justus Liebigs Annalen der Chemie, 1971, vol. 748, p. 173 - 188

  摘要：

  DOI：
• 作为产物：
  描述：

  ammonium N-phenyldithiocarbamate 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 生成 3-phenylthiazole-2(3H)-thione
  参考文献：
  名称：

  Huenig,S.; Sauer,G., Justus Liebigs Annalen der Chemie, 1971, vol. 748, p. 173 - 188

  摘要：

  DOI：

文献信息

• 4,5-Substituted C^C* cyclometalated thiazol-2-ylidene platinum(<scp>ii</scp>) complexes – synthesis and photophysical properties
  作者：Hendrik Leopold、Thomas Strassner

  DOI：10.1039/c7dt00828g

  日期：——

  counterions. In addition, a new route for the synthesis of N-phenyl-1,3-benzo[d]thiazole tetrafluoroborate via N-arylation using hypervalent iodine species is presented. All complexes were prepared from the corresponding NHC precursor in a one-pot process using silver(I)oxide, transmetalation to platinum and reaction with the β-diketone acetylacetone under basic conditions. These complexes exhibit strong

  我们报告了七个新型骨架功能化的N-苯基-1,3-噻唑-2-亚基铂（II）配合物的合成及其光物理性质。通过苯胺与二硫化碳和不同的α-卤代酮化合物的反应制备电子上多样化的N-苯基-1,3-噻唑-2-硫酮。氧化脱硫和盐复分解反应可生成具有六氟磷酸抗衡离子的所需NHC前体。另外，提出了使用高价碘通过N-芳基化合成N-苯基-1,3-苯并[ d ]噻唑四氟硼酸酯的新途径。所有配合物均由相应的NHC前体通过一锅法使用银（I）氧化，重金属化成铂，并在碱性条件下与β-二酮乙酰丙酮反应。这些复合物在2 wt％的PMMA膜中表现出强烈的磷光，量子产率高达72％，衰减寿命为8.8-12.3μs。1,3-噻唑部分的4-和/或5-位以及N-苯基-1,3-苯并[ d ]的甲基和苯基以及酯取代基的影响噻唑衍生的主题进行了讨论。4,5-未取代的-N-苯基-1,3-噻唑-2-亚烷基铂（II）乙酰丙酮基络合物作为本研究的参考文
• Efficient routes towards a series of 5,5′-bithiazolidinylidenes as π-electron acceptors
  作者：Y. Le Gal、D. Ameline、N. Bellec、A. Vacher、T. Roisnel、V. Dorcet、O. Jeannin、D. Lorcy

  DOI：10.1039/c5ob01169h

  日期：——

  Among different approaches, the thermal treatment of the fused bicycle involving a dithiole-2-one ring is the most efficient one and opens access to a variety of π-conjugated electron acceptors.

  在众多方法中，涉及二硫杂环-2-酮环的融合自行车的热处理是最有效的方法，它为多种π-共轭电子受体提供了途径。
• A solvent- and catalyst-free domino reaction for the efficient synthesis of 3-arylthiazolidine-2-thiones under microwave irradiation
  作者：Sundaravel Vivek Kumar、Shanmugam Muthusubramanian、Subbu Perumal

  DOI：10.1039/c5ra19112b

  日期：——

  A facile synthesis of 4-hydroxy-3-arylthiazolidine-2-thiones through novel domino reactions of aryl isothiocyanates and 1,4-dithiane-2,5-diol under solvent- and catalyst-free microwave irradiation is reported. This highly atom efficient reaction presumably proceeds via 2-mercaptoacetaldehyde generation/thia-Michael addition/regioselective hemiaminalization domino sequence. This reaction also proceeds

  据报道，在无溶剂和无催化剂的微波辐射下，通过芳基异硫氰酸酯和1,4-二噻吩-2,5-二醇的新型多米诺反应，可以轻松地合成4-羟基-3-芳基噻唑烷-2-硫酮。这种高度原子有效的反应大概是通过2-巯基乙醛生成/ thia-Michael加成/区域选择性半缩氨化多米诺序列进行的。该反应还与芳基异氰酸酯一起以高收率进行，得到3-苯基噻唑-2（3H）-一。
• Titanocene complexes of the N-methyl and N-phenyl-1,3-thiazoline-2-thione-4,5-dithiolates and 4,5-diselenolate ligands
  作者：Samar Eid、Thierry Roisnel、Dominique Lorcy

  DOI：10.1016/j.jorganchem.2008.05.021

  日期：2008.8

  Cp(2)Ti(dithiolene) and Cp(2)Ti(diselenolene) complexes containing the N-methyl-1,3-thiazoline-2-thione-4,5- dithiolate ligand (Me-thiazdt), the N-phenyl-1,3-thiazoline-2-thione-4,5-dithiolate ligand (Ph-thiazdt) and the N-methyl-1,3-thiazoline-2-thione-4,5-diselenolate ligand (Me-thiazds) have been synthesized. Three approaches have been developed in order to generate the dithiolene or the diselenolene ligands which were reacted with Cp(2)TiCl(2) to form the corresponding heteroleptic complexes. Their Xray crystal structures, UV-Vis absorption spectra as well as their redox properties, determined by cyclic voltammetry have been investigated and discussed. Variable-temperature (1)H NMR experiments have been performed in order to determine the activation energies of the chelate ring inversion. (c) 2008 Elsevier B. V. All rights reserved.
• Structure–Property Relationships in Pt ^II Diimine‐Dithiolate Nonlinear Optical Chromophores Based on Arylethylene‐1,2‐dithiolate and 2‐Thioxothiazoline‐4,5‐dithiolate
  作者：Anna Pintus、M. Carla Aragoni、Nathalie Bellec、Francesco A. Devillanova、Dominique Lorcy、Francesco Isaia、Vito Lippolis、Rebecca A. M. Randall、Thierry Roisnel、Alexandra M. Z. Slawin、J. Derek Woollins、Massimiliano Arca

  DOI：10.1002/ejic.201200346

  日期：2012.8

  AbstractEighteen new [PtII(N∧N)(S∧S)] complexes [23–40; N∧N = diimine: 2,2′‐bipyridine, 1,10‐phenanthroline and alkyl/aryl‐substituted derivatives; S∧S = arylethylene‐1,2‐dithiolate (R‐edt2–: R = phenyl, 2‐naphthyl, 1‐pyrenyl), N‐substituted 2‐thioxothiazoline‐4,5‐dithiolate (R‐dmet2–: R = methyl, ethyl, phenyl)] have been synthesized and characterized by spectroscopic (UV/Vis/NIR, fluorescence) and electrochemical (CV) measurements. Single‐crystal X‐ray diffraction analysis allowed structural characterization of five of the complexes (27–29, 31, and 37). Structural modifications capable of affecting the nature and energies of the frontier molecular orbitals in these systems were assessed and hybrid DFT and time‐dependent (TD) DFT calculations, carried out both in the gas phase and in the presence of several solvents (CH2Cl2, CHCl3, CH3CN, acetone, thf, dmf, dmso, and toluene), allowed the trends observed in the voltammetric data and in the energies of the peculiar solvatochromic visible absorption bands to be rationalized. In addition, to evaluate the second‐order nonlinear optical properties of 23–40, first static hyperpolarizability values βtot were calculated both in the gas phase and in CH2Cl2, the highest values being obtained for [Pt(N∧N)(Me‐dmet)] complexes (N∧N = 4,4′‐diphenyl‐2,2′‐bipyridine and 4,7‐diphenyl‐1,10‐phenanthroline; βtot = 691 × 10–30 and 604 × 10–30 esu, respectively).