1,1'-([2,2'-bipyridine]-4,4'-diyl)bis(3-(3,5-bis(trifluoro-methyl)phenyl)thiourea) | 1431384-64-3

• 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: 1,1'-([2,2'-bipyridine]-4,4'-diyl)bis(3-(3,5-bis(trifluoro-methyl)phenyl)thiourea)
• 英文别名: 1,1'-([2,2'-bipyridine]-4,4'-diyl)bis(3-(3,5-bis-(trifluoromethyl)phenyl)thiourea)；1,1'-([2,2'-bipyridine]-4,4'-diyl)bis(3-(3,5-bis(trifluoromethyl)phenyl)thiourea)；1-[3,5-Bis(trifluoromethyl)phenyl]-3-[2-[4-[[3,5-bis(trifluoromethyl)phenyl]carbamothioylamino]pyridin-2-yl]pyridin-4-yl]thiourea；1-[3,5-bis(trifluoromethyl)phenyl]-3-[2-[4-[[3,5-bis(trifluoromethyl)phenyl]carbamothioylamino]pyridin-2-yl]pyridin-4-yl]thiourea
• CAS: 1431384-64-3
• 化学式: C₂₈H₁₆F₁₂N₆S₂
• 分子量: 728.588
• InChiKey: FLOZYWFIPLTANF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  48
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  138
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸 、 1,1'-([2,2'-bipyridine]-4,4'-diyl)bis(3-(3,5-bis(trifluoro-methyl)phenyl)thiourea) 反应 2.0h， 生成 1,1'-([2,2'-bipyridine]-4,4'-diyl)bis(3-(3,5-bis(trifluoromethyl)phenyl)thiourea) trifluoromethanesulfonate
  参考文献：
  名称：

  联吡啶衍生的非手性硫脲三氟甲烷磺酸盐的合成及其在有机催化不对称反应中的应用

  摘要：

  脯氨酸-硫脲联吡啶三氟甲烷磺酸盐的主体-客体络合物可以在极性高的质子性质子介质中催化有机催化不对称反应，如羟醛，迈克尔和曼尼希。优先的联吡啶主链和硫脲基序对于通过氢键相互作用的活性和对映选择性至关重要。

  DOI：

  10.1016/j.tetlet.2013.08.004
• 作为产物：
  描述：

  4,4'-二氨基-2,2'-联吡啶 、 3,5-双(三氟甲基)苯基异硫氰酯 以 丙酮 为溶剂， 反应 48.0h， 以70%的产率得到1,1'-([2,2'-bipyridine]-4,4'-diyl)bis(3-(3,5-bis(trifluoro-methyl)phenyl)thiourea)
  参考文献：
  名称：

  联吡啶衍生的非手性硫脲三氟甲烷磺酸盐的合成及其在有机催化不对称反应中的应用

  摘要：

  脯氨酸-硫脲联吡啶三氟甲烷磺酸盐的主体-客体络合物可以在极性高的质子性质子介质中催化有机催化不对称反应，如羟醛，迈克尔和曼尼希。优先的联吡啶主链和硫脲基序对于通过氢键相互作用的活性和对映选择性至关重要。

  DOI：

  10.1016/j.tetlet.2013.08.004
• 作为试剂：
  描述：

  正戊醛 、 甲氧苯胺 、 丙酮 在 1,1'-([2,2'-bipyridine]-4,4'-diyl)bis(3-(3,5-bis(trifluoro-methyl)phenyl)thiourea) 、 L-脯氨酸 作用下， 以 甲苯 为溶剂， 反应 24.5h， 以88%的产率得到(R)-4-((4-methoxyphenyl)amino)octan-2-one
  参考文献：
  名称：

  Study of asymmetric aldol and Mannich reactions catalyzed by proline–thiourea host–guest complexes in nonpolar solvents

  摘要：

  A proline-thiourea host-guest complex has been described as a good catalyst for asymmetric reactions such as aldol and Mannich reactions. High stereoselectivities were obtained under optimal conditions. Thiourea was observed to have an important effect on the reactivity and selectivity, even in an unconventional nonpolar reaction medium and without the need to utilize low temperatures. This proline-thiourea host-guest system has the ability to participate in a hydrogen bonding network. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.03.014

文献信息

• Study of asymmetric aldol and Mannich reactions catalyzed by proline–thiourea host–guest complexes in nonpolar solvents
  作者：Ayhan Sıtkı Demir、Sinan Basceken

  DOI：10.1016/j.tetasy.2013.03.014

  日期：2013.4

  A proline-thiourea host-guest complex has been described as a good catalyst for asymmetric reactions such as aldol and Mannich reactions. High stereoselectivities were obtained under optimal conditions. Thiourea was observed to have an important effect on the reactivity and selectivity, even in an unconventional nonpolar reaction medium and without the need to utilize low temperatures. This proline-thiourea host-guest system has the ability to participate in a hydrogen bonding network. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of a bipyridine-derived achiral thiourea trifluoromethanesulfonic acid salt and its application as an additive in organocatalytic asymmetric reactions
  作者：Ayhan Sıtkı Demir、Sinan Basceken

  DOI：10.1016/j.tetlet.2013.08.004

  日期：2013.10

  The host–guest complex of a proline–thiourea bipyridine trifluoromethanesulfonic acid salt can catalyze organocatalytic asymmetric reactions such as aldol, Michael, and Mannich in polar protic medium with high stereoselectivities. The privileged bipyridine backbone and the thiourea motif are essential to the activity and enantioselectivity through hydrogen bonding interactions.

  脯氨酸-硫脲联吡啶三氟甲烷磺酸盐的主体-客体络合物可以在极性高的质子性质子介质中催化有机催化不对称反应，如羟醛，迈克尔和曼尼希。优先的联吡啶主链和硫脲基序对于通过氢键相互作用的活性和对映选择性至关重要。