2,6-bis<2'-(4'-methylthio)-6'-(2''-pyridinyl)pyridinyl>pyridine | 78570-49-7

• 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: 2,6-bis<2'-(4'-methylthio)-6'-(2''-pyridinyl)pyridinyl>pyridine
• 英文别名: 2,6-bis<4-(methylthio)-6-(2'-pyridinyl)-2-pyridinyl>pyridine；4',4'''-bis(methylthio)-2,2':6',2'':6'',2''':6 ''',2''''-quinquepyridine；4',4'''-bis(methylthio)-2,2':6',2'':6'',2''':6''',2''''-quinquepyridine；4-methylsulfanyl-2-[6-(4-methylsulfanyl-6-pyridin-2-ylpyridin-2-yl)pyridin-2-yl]-6-pyridin-2-ylpyridine
• CAS: 78570-49-7
• 化学式: C₂₇H₂₁N₅S₂
• 分子量: 479.629
• InChiKey: DINHMJCCZYLSNR-UHFFFAOYSA-N

物化性质

• 熔点：
  265-266 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  676.5±55.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.77
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  64.45
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2,6-bis<2'-(4'-methylthio)-6'-(2''-pyridinyl)pyridinyl>pyridine 在 2,2,6,6-四甲基哌啶 、 bis(triphenylphosphine)nickel(II) chloride 、 甲基锂 作用下， 反应 16.75h， 生成 4'-methyl-4'''-(2-methoxyethyl)-2,2':6',2'':6'',2''':6''',2''''-quinquepyridine
  参考文献：
  名称：

  Metal ion-induced self-assembly of functionalized 2,6-oligopyridines. 1. Ligand design, synthesis, and characterization

  摘要：

  Synthetic sequences utilizing alpha-oxoketene dithioacetal and enolate chemistry have been developed for the preparation of new functionalized bipyridines, terpyridines, quaterpyridines, quinquepyridines, sexipyridines, septipyridines, octipyridines, novipyridines, and decipyridines. Obtained in moderate to good yields, these oligopyridines were characterized by analytical and spectral data and, for sexipyridine, by X-ray crystallography.

  DOI：

  10.1021/ja00060a029
• 作为产物：
  描述：

  2,6-二乙酰基吡啶 、 3,3-bis(methylsulfanyl)-1-pyridin-2-ylprop-2-en-1-one 在 乙酸铵 、 potassium tert-butylate 作用下， 生成 2,6-bis<2'-(4'-methylthio)-6'-(2''-pyridinyl)pyridinyl>pyridine
  参考文献：
  名称：

  Synthesis of 2,6-disubstituted pyridines, polypyridinyls, and annulated pyridines

  摘要：

  DOI：

  10.1021/jo00137a001

文献信息

• Ketenedithioacetals as synthetic intermediates. A versatile synthesis of pyridenes, polypyridinyls, and pyrylium salts
  作者：Kevin T. Potts、Michael J. Cipullo、Philip Ralli、George Theodoridis

  DOI：10.1021/ja00402a062

  日期：1981.6
• Potts, Kevin T., Bulletin des Societes Chimiques Belges, 1990, vol. 99, # 9, p. 741 - 768
  作者：Potts, Kevin T.

  DOI：——

  日期：——
• Potts, Kevin T.; Keshavarz-K, Majid; Tham, Fook S., Inorganic Chemistry, 1993, vol. 32, # 20, p. 4422 - 4435
  作者：Potts, Kevin T.、Keshavarz-K, Majid、Tham, Fook S.、Abruña, Héctor D.、Arana, Claudia R.

  DOI：——

  日期：——
• Potts, Kevin T.; Keshavarz-K, Majid; Tham, Fook S., Inorganic Chemistry, 1993, vol. 32, # 20, p. 4436 - 4449
  作者：Potts, Kevin T.、Keshavarz-K, Majid、Tham, Fook S.、Abruña, Héctor D.、Arana, Claudia

  DOI：——

  日期：——
• Mono- and di-nuclear helical complexes of 2,2′:6′,2″:6″,2‴:6‴,2â�—-quinquepyridine (qpy) and its 4′,4‴-disubstituted derivatives; crystal and molecular structures of [Co(bcpqpy)(H₂O)(MeOH)][PF₆]₂and [Ni₂(bmtqpy)₂(O₂CMe)][PF₆]₃[bcpqpy and bmtqpy = bis(p-chlorophenyl) and bis(methylthio) derivatives]
  作者：Edwin C. Constable、Marcus A. M. Daniels、Michael G. B. Drew、Derek A. Tocher、Juliet V. Walker、Philip D. Wood

  DOI：10.1039/dt9930001947

  日期：——

  A series of substituted 2,2':6',2'':6'',2''':6''',2'''-quinquepyridine ligands has been prepared and its co-ordination chemistry investigated. The presence of substituents on the ligand does not alter the co-ordination chemistry, and double-helical complexes of 2:2 metal: ligand stoichiometry are obtained with nickel(II) and copper. Cobalt(II) can form either 1 :1 or 2:2 solid-state species, but in solution only mononuclear seven-co-ordinate complex ions are present. The crystal and molecular structures have been determined for the mononuclear complex [Co(bcpqpy)(H2O)(MeOH)][PF6]2 [bcpqpy = 4',4'''-bis(p-chlorophenyl)-2,2':6',2'':6'',2''':6''',2''''-quinquepyridine] [monoclinic, space group P2(1)/a,a = 17.441 (4), b = 11.765(4), c = 20.402(6) angstrom, beta = 105.24(2)-degrees, Z = 4, R = 0.085, R' = 0.0766] and the double-helical complex [Ni2(bmtqpy)(O2CMe)][PF6]3 [bmtqpy=4',4'''-bis(methylthio)-2,2':6',2'':6'',2''':6''',2'''-quinquepyridine] [orthorhombic, space group Pnna, a = 16.916(17), b = 25.661(25), c = 16.054(14) angstrom, Z = 4, R = 0.086, R' = 0.088].