1,3-bis(2-pyridyl)-1-thiapropane | 157770-26-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,3-bis(2-pyridyl)-1-thiapropane
• 英文别名: 1-(2-pyridyl)-2-(2-pyridylsulfanyl)ethane；2-{[2-(Pyridin-2-yl)ethyl]sulfanyl}pyridine；2-(2-pyridin-2-ylethylsulfanyl)pyridine
• CAS: 157770-26-8
• 化学式: C₁₂H₁₂N₂S
• 分子量: 216.307
• InChiKey: MCRPVQAVWZQTGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper(II) sulfate 、 1,3-bis(2-pyridyl)-1-thiapropane 以 甲醇 、 水 为溶剂， 以50%的产率得到[Cu₆(mtpy)₆]
  参考文献：
  名称：

  Copper complexes of 1,3-bis(2-pyridyl)-1-thiapropane (bpt) and pyridine-2(1H)-thione. Crystal structure of [{Cu(μ-O2CMe)2(bpt)}2 ] and metal-promoted cleavage of bpt

  摘要：

  不对称硫醚1,3-双(2-吡啶基)-1-硫代丙烷[1-(2-吡啶基)-2-(2-吡啶硫基)乙烷](bpt)与铜(I)和铜(II)起始物的反应活性已进行了研究。在MeCN中与[Cu(NCMe)_4]PF_6反应得到簇合物[Cu_4(bpt)_6][PF_6]_4,而在四氢呋喃中反应则导致bpt的部分裂解,得到硫氰酸根-硫醚混合配合物[Cu_2(SC_5H_4N)(bpt)]PF_6[SC_5H_4NH=2(1H)-吡啶硫酮]。在MeOH中与[Cu_2(µ-O_2CMe)_4]反应得到二聚体[Cu(µ-O_2CMe)_2(bpt)]_2,其晶体结构表明bpt配体是单齿配位的,并与硫醚远的氮原子进行配位。bpt与铜(II)盐,例如Cu(BF_4)_2,发生裂解反应,最终得到六核铜(I)配合物[Cu_6(SC_5H_4N)_6]。该反应的细节已经进行了研究。SC_5H_4NH与Cu(NO_3)_2在HNO_3存在下反应得到[Cu(NO_3)(SC_5H_4NH)_2],后者逐步与PPh_3反应,依次得到[Cu(NO_3)(SC_5H_4NH)_2(PPh_3)]和已知的配合物[Cu(SC_5H_4NH)_2(PPh_3)_2]NO_3,其晶体结构已被测定。SC_5H_4NH与其他铜(I)配合物以及一系列阴离子已制备出其它配合物。报告了二聚体[Cu_2(SC_5H_4NH)_6][MeC_6H_4SO_3]_2的晶体结构。

  DOI：

  10.1039/a700711f
• 作为产物：
  描述：

  2-乙烯基吡啶 、 2-巯基吡啶 以 甲苯 为溶剂， 反应 4.0h， 以88%的产率得到1,3-bis(2-pyridyl)-1-thiapropane
  参考文献：
  名称：

  Preparation and crystal structure of fac-[Mo(bpt)(CO)3][bpt = 1,3-bis(2-pyridyl)-1-thiapropane]

  摘要：

  The reaction of pyridine-2-thiol with 2-vinylpyridine under reflux conditions affords a new asymmetric thioether, 1,3-bis(2-pyridyl)-1-thiapropane (bpt), which reacts readily with [Mo(CO)3(MeCN)3] in MeCN to give fac-[Mo(bptXCO)3]. The last compound has been characterised by heteronuclear NMR spectroscopy and by an X-ray crystal structure determination.

  DOI：

  10.1016/0022-328x(94)87085-3

文献信息

• Copper complexes of 1,3-bis(2-pyridyl)-1-thiapropane (bpt) and pyridine-2(1H)-thione. Crystal structure of [{Cu(μ-O2CMe)2(bpt)}2 ] and metal-promoted cleavage of bpt
  作者：Sian C. Davies、Marcus C. Durrant、David L. Hughes、Kerstin Leidenberger、Christian Stapper、Raymond L. Richards

  DOI：10.1039/a700711f

  日期：——

  The reactivity of the asymmetric thioether 1,3-bis(2-pyridyl)-1-thiapropane [1-(2-pyridyl)-2-(2-pyridylsulfanyl)ethane] (bpt) with copper-(I) and -(II) starting materials has been investigated. Reaction with [Cu(NCMe) 4 ]PF 6 in MeCN gave a cluster formulated as [Cu 4 (bpt) 6 ][PF 6 ] 4 , whilst reaction in tetrahydrofuran resulted in partial cleavage of bpt to give the mixed thionato–thioether complex [Cu 2 (SC 5 H 4 N)(bpt)]PF 6 [SC 5 H 4 NH = pyridine-2(1H)- thione]. Reaction with [Cu 2 (µ-O 2 CMe) 4 ] in MeOH gave the dimer [Cu(µ-O 2 CMe) 2 (bpt)} 2 ], whose crystal structure shows that the bpt ligands are monodentate and co-ordinated via the N atom remote from the thioether. The compound bpt undergoes cleavage with other copper(II) salts such as Cu(BF 4 ) 2 , ultimately giving the hexameric copper(I) complex [Cu 6 (SC 5 H 4 N) 6 ]. The details of this reaction have been investigated. Reaction of SC 5 H 4 NH with Cu(NO 3 ) 2 in the presence of HNO 3 gave [Cu(NO 3 )(SC 5 H 4 NH) 2 ], which in turn reacted progressively with PPh 3 to give [Cu(NO 3 )(SC 5 H 4 NH) 2 (PPh 3 )] and the known complex [Cu(SC 5 H 4 NH) 2 (PPh 3 ) 2 ]NO 3 , whose crystal structure has been determined. Other complexes of SC 5 H 4 NH with copper(I) and a range of anions have been prepared, and the crystal structure of the dimer [Cu 2 (SC 5 H 4 NH) 6 ][MeC 6 H 4 SO 3 ] 2 is reported.

  不对称硫醚1,3-双(2-吡啶基)-1-硫代丙烷[1-(2-吡啶基)-2-(2-吡啶硫基)乙烷](bpt)与铜(I)和铜(II)起始物的反应活性已进行了研究。在MeCN中与[Cu(NCMe)_4]PF_6反应得到簇合物[Cu_4(bpt)_6][PF_6]_4,而在四氢呋喃中反应则导致bpt的部分裂解,得到硫氰酸根-硫醚混合配合物[Cu_2(SC_5H_4N)(bpt)]PF_6[SC_5H_4NH=2(1H)-吡啶硫酮]。在MeOH中与[Cu_2(µ-O_2CMe)_4]反应得到二聚体[Cu(µ-O_2CMe)_2(bpt)]_2,其晶体结构表明bpt配体是单齿配位的,并与硫醚远的氮原子进行配位。bpt与铜(II)盐,例如Cu(BF_4)_2,发生裂解反应,最终得到六核铜(I)配合物[Cu_6(SC_5H_4N)_6]。该反应的细节已经进行了研究。SC_5H_4NH与Cu(NO_3)_2在HNO_3存在下反应得到[Cu(NO_3)(SC_5H_4NH)_2],后者逐步与PPh_3反应,依次得到[Cu(NO_3)(SC_5H_4NH)_2(PPh_3)]和已知的配合物[Cu(SC_5H_4NH)_2(PPh_3)_2]NO_3,其晶体结构已被测定。SC_5H_4NH与其他铜(I)配合物以及一系列阴离子已制备出其它配合物。报告了二聚体[Cu_2(SC_5H_4NH)_6][MeC_6H_4SO_3]_2的晶体结构。
• Preparation and crystal structure of fac-[Mo(bpt)(CO)3][bpt = 1,3-bis(2-pyridyl)-1-thiapropane]
  作者：Marcus C. Durrant、Christina Hauser、David L. Hughes、Michael J. Maguire、Raymond L. Richards

  DOI：10.1016/0022-328x(94)87085-3

  日期：1994.8

  The reaction of pyridine-2-thiol with 2-vinylpyridine under reflux conditions affords a new asymmetric thioether, 1,3-bis(2-pyridyl)-1-thiapropane (bpt), which reacts readily with [Mo(CO)3(MeCN)3] in MeCN to give fac-[Mo(bptXCO)3]. The last compound has been characterised by heteronuclear NMR spectroscopy and by an X-ray crystal structure determination.