3,3'-Disulfanediylbis{N-[(pyridin-4-yl)methyl]propanamide} | 189573-10-2

• 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: 3,3'-Disulfanediylbis{N-[(pyridin-4-yl)methyl]propanamide}
• 英文别名: 3-[[3-oxo-3-(pyridin-4-ylmethylamino)propyl]disulfanyl]-N-(pyridin-4-ylmethyl)propanamide
• CAS: 189573-10-2
• 化学式: C₁₈H₂₂N₄O₂S₂
• 分子量: 390.53
• InChiKey: JSXUHHHKMGTEMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2,2'-bipyridine)tricarbonylrhenium trifluoromethanesulfonate 、 3,3'-Disulfanediylbis{N-[(pyridin-4-yl)methyl]propanamide} 以 乙醇 为溶剂， 以93%的产率得到fac-Re(2,2'-bipyridyl)(CO)3[(NC5H4)CH2NHCO(CH2)2S]2(CF3SO3)
  参考文献：
  名称：

  Studies of Organometallic Self-Assembled Monolayers on Ag and Au Using Surface Plasmon Spectroscopy

  摘要：

  We report the synthesis of a novel rhenium complex, {fac-Re(2,2'-bipyridine)(CO)(3)(NC5H4)CH2NHCO(CH2)(2)S-}(2) and its self-assembly behavior on Ag and Au, including characterization of the monolayer using surface plasmon spectroscopy (SPS). Further surface characterization, which proved to be quite complementary to SPS, was accomplished with surface-enhanced Raman spectroscopy (SERS), FTIR, ellipsometry, and contact angle measurements. SERS and FTIR data have also been used to verify the self-assembly of the free ligand and rhenium complexes on Ag to form monolayers (SAMs). Vibrational analysis also provided evidence that the attachment of the free ligand and complexes to the metal substrate occurs by reaction of the disulfide bond and not through the pyridine or bipyridine. The tilt angle of the complex with respect to the surface normal of the metal was also calculated using a projection analysis that incorporated the SPS determined thickness and a molecular mechanics (MM) minimized molecular length. Independently, a MM tilt angle was determined by minimization of a hexagonal grouping of six complexes surrounding one, each bound through a sp hybridized S-metal bond to a hollow surface site. Though this calculation is in need of further refinement, the agreement with our projection analysis is good.

  DOI：

  10.1021/jp963846r
• 作为产物：
  描述：

  4-甲氨基吡啶 、 3,3'-二氢氧啉酸 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以26%的产率得到3,3'-Disulfanediylbis{N-[(pyridin-4-yl)methyl]propanamide}
  参考文献：
  名称：

  Studies of Organometallic Self-Assembled Monolayers on Ag and Au Using Surface Plasmon Spectroscopy

  摘要：

  We report the synthesis of a novel rhenium complex, {fac-Re(2,2'-bipyridine)(CO)(3)(NC5H4)CH2NHCO(CH2)(2)S-}(2) and its self-assembly behavior on Ag and Au, including characterization of the monolayer using surface plasmon spectroscopy (SPS). Further surface characterization, which proved to be quite complementary to SPS, was accomplished with surface-enhanced Raman spectroscopy (SERS), FTIR, ellipsometry, and contact angle measurements. SERS and FTIR data have also been used to verify the self-assembly of the free ligand and rhenium complexes on Ag to form monolayers (SAMs). Vibrational analysis also provided evidence that the attachment of the free ligand and complexes to the metal substrate occurs by reaction of the disulfide bond and not through the pyridine or bipyridine. The tilt angle of the complex with respect to the surface normal of the metal was also calculated using a projection analysis that incorporated the SPS determined thickness and a molecular mechanics (MM) minimized molecular length. Independently, a MM tilt angle was determined by minimization of a hexagonal grouping of six complexes surrounding one, each bound through a sp hybridized S-metal bond to a hollow surface site. Though this calculation is in need of further refinement, the agreement with our projection analysis is good.

  DOI：

  10.1021/jp963846r

文献信息

• Studies of Organometallic Self-Assembled Monolayers on Ag and Au Using Surface Plasmon Spectroscopy
  作者：Timothy T. Ehler、Nathan Malmberg、Keith Carron、B. Patrick Sullivan、Lewis J. Noe

  DOI：10.1021/jp963846r

  日期：1997.4.1

  We report the synthesis of a novel rhenium complex, fac-Re(2,2'-bipyridine)(CO)(3)(NC5H4)CH2NHCO(CH2)(2)S-}(2) and its self-assembly behavior on Ag and Au, including characterization of the monolayer using surface plasmon spectroscopy (SPS). Further surface characterization, which proved to be quite complementary to SPS, was accomplished with surface-enhanced Raman spectroscopy (SERS), FTIR, ellipsometry, and contact angle measurements. SERS and FTIR data have also been used to verify the self-assembly of the free ligand and rhenium complexes on Ag to form monolayers (SAMs). Vibrational analysis also provided evidence that the attachment of the free ligand and complexes to the metal substrate occurs by reaction of the disulfide bond and not through the pyridine or bipyridine. The tilt angle of the complex with respect to the surface normal of the metal was also calculated using a projection analysis that incorporated the SPS determined thickness and a molecular mechanics (MM) minimized molecular length. Independently, a MM tilt angle was determined by minimization of a hexagonal grouping of six complexes surrounding one, each bound through a sp hybridized S-metal bond to a hollow surface site. Though this calculation is in need of further refinement, the agreement with our projection analysis is good.