(pyridin-2-yl-sulfanylidene)copper | 79161-43-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (pyridin-2-yl-sulfanylidene)copper
• 英文别名: copper(I) 2-pyridinethiolate；copper pyridine-2-thiolate；Cu(2-SPy)；Cu(pydt)；Cu(2-pyridinethiolate)；Copper(1+);pyridine-2-thiolate
• CAS: 79161-43-6
• 化学式: C₅H₄NS*Cu
• 分子量: 173.705
• InChiKey: OBQLDSOJMPYAHP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tetraethylammonium thiotungstate 、 (pyridin-2-yl-sulfanylidene)copper 以 N,N-二甲基甲酰胺 为溶剂， 以56%的产率得到[Et₄N]2[(WOS₃)2Cu₄(2-pyridinethiolate)2]
  参考文献：
  名称：

  Four W(Mo)/Cu/S complexes containing N-heterocyclic thiones as linkers: Synthesis, structures and optical properties

  摘要：

  Reactions of [W(Mo)OnS4-n](2-) (n = 0-1) with 2 equiv. of CuSR (R = N-heterocyclic thiones) led to the formation of four new Mo(W)/Cu/S compounds, [Et4N](2)[(OWS3Cu2)(2)(pydt)(2)] (1), [Bu4N](2)[(WS4Cu2)(2)(pydt)(2)] (2) (Hpydt = 2-pyridinethiol) and [Bu4N][{MS4Cu2}(dmpymt)] (3, M = W; 4, M = Mo; Hdmpymt = 4,6-dimethylpyrimidine-2-thiol). Single-crystal X-ray diffraction studies reveal that I is a novel double butterfly-shaped cluster in which two butterfly fragments {OWS3Cu2} are linked by two mu(3)-S2- and two pydt(-) ligands. Compounds 2-4 feature 1D zigzag polymer constructed from linear {CuMS4Cu} building blocks and bridging pydt(-) or dmpymt(-) ligands. Compounds 1-4 exhibit interesting emissions with peak maximum at 798, 594, 594 and 672 nm upon excitation at 360, 270, 290 and 290 nm, respectively. The title compounds show optical transitions with band gaps of similar to 2.30, 2.59, 2.54 and 2.19 eV for 1-4, respectively. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2008.05.020
• 作为产物：
  描述：

  2-巯基吡啶 、 copper(1+);triphenylphosphane;diazide 以 乙醚 为溶剂， 以35%的产率得到(pyridin-2-yl-sulfanylidene)copper
  参考文献：
  名称：

  Copper(I) and silver(I) azide complexes containing N-donor ligands

  摘要：

  From the interaction of imidazole-type ligand L (L = imidazole (im), 1-methylimidazole (1-meim), 2-methylimidazole (2-meim), 4-methylimidazole (4-meim), benzimidazole (bzim), 1-benzylimidazole (bnim)) with [Cu(N-3)(PPh3)(2)](2) the new mononuclear [Cu(N-3)(PPh3)(2)(L)] and dinuclear [Cu-2(N-3)(2)(PPh3)(3)(L)] species have been obtained. Chelating bidentate ligands (L-2 = 2.2-bipyridyl (bipy), 1,10-phenanthroline (phen) or 2,9-dimethyl-1,10-phenanthroline (cupr)) react with [M(N-3)(PPh3)(2)](2) (M = Cu or Ag) yielding [M(N-3)(PPh3)(L-2)]. The S-donors 1-methyl-2-imidazol-2(3H)-thione (Hmimt), 2-benzothiazolethiol (Hbtt) and 2-pyridinethiol (Hpyt) react with [Cu(N-3)(PPh3)(2)](2) in ethanol undergoing deprotonation and yielding [Cu(mimt)(Ph3P)](n), [Cu(btt)](n) and [Cu(pyt)](n), respectively. On the contrary, Hmimt and imidazoline-2(1,3H)thione (Himt) react in diethyl ether with [Cu(N-3)(PPh3)(2)](2) yielding [Cu(N-3)(Hmimt)(3)] and [Cu(N-3)(PPh3)(Himt)], respectively. P(o-tolyl)(3) is able to displace the less basic phosphine PPh3 from [Cu(N-3)(PPh3)(cupr)] yielding the complex [Cu(N-3){P(o-tolyl)(3)}(cupr)]. 1,3-Bis(diphenylphosphino)propane (dppp) reacts with [Cu(N-3)(PPh3)(cupr)] yielding the complex [Cu-2(N-3)(2)(dppp)(3)]. [Cu(N-3)(PPh3)(2)(im)] and [Cu(N-3)(PPh3)(phen)] react with CS2 in benzene, in presence of excess of PPh3 forming [Cu(SCN)(PPh3)(2)] and [Cu(tz)(PPh3)(phen)] (Htz = 4-thia-1,2,3-triazole-5-thione), respectively. [Ag(N-3)(PPh3)(cupr)] reacts slowly with excess of CS2 in diethyl ether giving [Ag(tz)(cupr)], whereas the same reaction in benzene in excess of PPh3 yields immediately [Ag(SCN)(PPh3)(2)]. From the reaction of [Ag(N-3)(PPh3)(cupr)] with cyCN the complex [Ag(N-3)(cyCN)(PPh3)(cupr)] formed. All derivatives were characterized by IR and far-IR data, conductivity, H-1 NMR and in some cases also with P-31{H-1} NMR and molecular weight measurements. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(01)00895-6
• 作为试剂：
  描述：

  1,3-苯并二氧戊环-4-烷基甲醇 在 (pyridin-2-yl-sulfanylidene)copper 、 potassium hydroxide 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以94%的产率得到2,3-(亚甲二氧基)苯甲醛
  参考文献：
  名称：

  CuI N-杂环硫醇盐配合物催化的醇的无受体脱氢

  摘要：

  Cu I N杂环硫醇盐簇在70°C时有效催化醇的无受体脱氢。释放H 2时，可以以高收率的分离产物将各种仲/伯苄基，烯丙基和脂族醇脱氢成相应的酮和醛。这个简单的催化系统通过醇和胺的一锅法反应参与亚胺的合成。

  DOI：

  10.1002/cctc.201601459

文献信息

• Metal coordination and in situ S–C bond cleavage of the bis(2-pyridylthio)methane ligand
  作者：Ana Belén Lago、Almudena Amoedo、Rosa Carballo、Emilia García-Martínez、Ezequiel M. Vázquez-López

  DOI：10.1039/c0dt00560f

  日期：——

  (5) and a 1D polymer [CuBr2(2bpytm)]n·CH3CN (6) have been obtained from copper(II)/(I) bromide salts. An unprecedented S–CH2–S activation and cleavage in 2bpytm has been observed on using copper(II) salts with organic and voluminous inorganic anions. The cleavage of 2bpytm enabled the isolation of copper(II) complexes containing the in situ generated ligands 2-pyridinethiolate, 2-pyridinesulfenate or

  化合物[2bpytmH] 2 [I 3 ] 2 [I 2 ]，其中含有质子化的2bpytm，和四个中性单体配合物[CoCl 2（2bpytm）]·H 2 O（1），[CoBr 2（2bpytm）]（2），[ CoI 2（2bpytm）]·1 / 2H 2 O（3）和[ NiBr 2（2bpytm）]·H 2 O（4）是在研究镍的反应性过程中获得的。双（2-吡啶硫基）甲烷 （2bpytm）配体朝向 钴（II） 和 镍（II）卤化物。此外，环状二聚体[CuBr 2（2bpytm）] 2（5）和一价聚合物[CuBr 2（2bpytm）] n ·CH 3 CN（6）已从溴化铜（II）/（I）盐获得。史无前例的S–CH 2 –S活化和裂解2bpytm 已经观察到使用 铜（II）与有机和大量无机阴离子形成的盐。的分裂2bpytm 启用了隔离 铜（II）含有原位产生的配体的配合物2-吡啶硫醇盐， 2-吡啶亚磺酸盐
• Dynamic combinatorial chemistry in a solvothermal process of Cu(i,ii) and organosulfur ligands
  作者：Salomé Delgado、Adriano Santana、Oscar Castillo、Félix Zamora

  DOI：10.1039/b914835c

  日期：——

  An unprecedented microwave C(sp2)–S and S–S bond activation of 2,2′-dipyridyldisulfide (2-dpds) and the formation of a new architecture of coordination networks obtained by reaction of Cu(HCO2)2·xH2O with 2-dpds under solvothermal microwave conditions are reported. This unusual reaction proceeds with the partial oxidation of 2,2′-dipyridyldisulfide to sulfate. The process generates: a Cu(I) dimetallic complex [Cu2(μ-Hpyt)2(Hpyt)4](SO4)·∼5EtOH (1), a Cu(I,II) polycationic coordination polymer [Cu(H2O)6][Cu6(μ-Hpyt)12](SO4)4·4H2O (2) and a dimetallic Cu(II) complex [Cu(2-dps)(μ-SO4)(H2O)]2·3H2O (3). It is worth mentioning the strong red luminescence shown by compounds 1 and 2.

  报告了在溶剂热微波条件下，2,2′-二吡啶二硫醚（2-dpds）与Cu(HCO2)2·x 反应，形成前所未有的微波C(sp2)–S和S–S键活化，并形成新的配位网络结构。这种不寻常的反应伴随着2,2′-二吡啶二硫醚的部分氧化，生成硫酸盐。该过程生成：Cu(I)二金属络合物[Cu2(μ-Hpyt)2(Hpyt)4](SO4)·∼5EtOH (1)、Cu(I,II)多阳离子配位聚合物[Cu(H2O)6][Cu6(μ-Hpyt)12](SO4)4·4 (2)和二金属Cu(II)络合物[Cu(2-dps)(μ-SO4)( )]2·3 (3)。值得一提的是，化合物1和2显示出强烈的红色荧光。
• Chemoselective Carbon-Carbon Cross-Coupling<i>via</i>Palladium-Catalyzed Copper-Mediated CS Cleavage of Disulfides
  作者：Zheng-Jun Quan、Ying Lv、Fu-Qiang Jing、Xiao-Dong Jia、Cong-De Huo、Xi-Cun Wang

  DOI：10.1002/adsc.201300776

  日期：2014.2.10

  AbstractAn efficient method for carbon‐carbon bond formation is described. The process employs the palladium‐catalyzed copper‐mediated cross‐coupling of diheteroaryl disulfides with arylboronic acids or alkynes to deliver CC coupling products through unreactive CS bond cleavage. The scope of the coupling reactions, including both the disulfides and arylboronic acids or alkynes, are documented.magnified image
• Mercapto derivatives of triorganotin Y,C,Y-pincer complexes: Role of Y,C,Y-chelating ligands in a new coordination mode of organotin compounds
  作者：Jana Martincová、Libor Dostál、Jan Taraba、Aleš Růžička、Roman Jambor

  DOI：10.1016/j.jorganchem.2007.04.006

  日期：2007.7

  We report the use of triorganotin fragments R2L1-2ST, containing N,C,N and O,C,O-Iigands L1-2 (L-1 = C6H3(Me2NCH2)(2)-2,6(-), L-2 = C6H3 ((BuOCH2)-Bu-l)(2)-2,6(-)) on stabilization of both thiol-form in R2L1-2 Sn-2-SPy (2-SPy = pyridine-2-thiolate) and thione-form in R2L1-2 Sn(mimt) (mimt = 1-methylimidazole-2-thiolate) of the polar groups. Treatment of ionic organotin compounds [(Me2LSn)-Sn-1](+)[Cl](-)(1) and [Ph2L2 Sn](+)[OTf](-) (2) with appropriate sodium salts Na-2-SPy and Na(mimt) resulted in the isolation of (Me2LSn)-Sn-1-2-SPy (3), Ph2L2 Sn-2-SPy (4), (Me2LSn)-Sn-1(mimt) (5), (Ph2LSn)-Sn-2(mimt) (6). While polar group 2-SPy exists in its thiol-tautomeric form in compounds 3 and 4, the second polar group (mimt) has been stabilized as the thione-tautomeric form by triorganotin fragments R2L1-2 Sn in compounds 5 and 6. The products were characterized by H-1, C-13 and Sn-119 NMR and IR spectroscopy, ESI/MS, elemental analyses and structures of 3, 6 were determined by X-ray diffraction study. The reactivity of compound 4 containing non-coordinated nitrogen atom of 2-SPy polar group towards CuCl and AgNO3 is also reported. The reactions led to isolation of organotin compounds Ph2L2 SnCl (7) and Ph2L2 SnNO3 (8) as the result of polar group transfer. The mechanism of this reaction has been investigated and compounds Ph3Sn-2-SPy (9) and Ph2L2 Sn-4-SPy (10) (4-SPy = pyridine-4-thic late) have been prepared for this purpose. (c) 2007 Elsevier B.V. All rights reserved.
• Prakash, Hari, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1981, vol. 20, # 7, p. 709 - 712
  作者：Prakash, Hari

  DOI：——

  日期：——