(11-Cyclohexyl-10,12-dihydrobenzo[b][5,1]benzazabismocin-5-yl) 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate | 1186323-72-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: (11-Cyclohexyl-10,12-dihydrobenzo[b][5,1]benzazabismocin-5-yl) 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate
• 英文别名: (11-cyclohexyl-10,12-dihydrobenzo[b][5,1]benzazabismocin-5-yl) 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate
• CAS: 1186323-72-7
• 化学式: C₂₈H₂₃BiF₁₇NO₃S
• 分子量: 985.515
• InChiKey: XNWTZKGQKZJAAP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  7.49
• 重原子数：
  51
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  (11-Cyclohexyl-10,12-dihydrobenzo[b][5,1]benzazabismocin-5-yl) 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate 以 neat (no solvent, solid phase) 为溶剂， 生成 三氟化铋
  参考文献：
  名称：

  Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water

  摘要：

  An air-stable hypervalent organobismuth (III) perfluorooctanesulfonate was synthesized and characterized by spectroscopic and X-ray crystallographic techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reaction of ketones with aromatic aldehydes and aromatic amines in water. This catalyst also shows good recyclability and reusability. This catalytic system would provide a simple, efficient and 'green' avenue towards the synthesis of beta-amino ketones. (C) 2009 Published by Elsevier B.V.

  DOI：

  10.1016/j.jorganchem.2009.07.018
• 作为产物：
  描述：

  silver perfluorooctanesulfonate 、 5-chloro-11-cyclohexyl-5,10,11,12-tetrahydro-5l5-benzo[c]benzo[3,4][1,2]azabismolo[1,2-a][1,2]azabismol-11-ium 以 四氢呋喃 为溶剂， 以98%的产率得到(11-Cyclohexyl-10,12-dihydrobenzo[b][5,1]benzazabismocin-5-yl) 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate
  参考文献：
  名称：

  Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water

  摘要：

  An air-stable hypervalent organobismuth (III) perfluorooctanesulfonate was synthesized and characterized by spectroscopic and X-ray crystallographic techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reaction of ketones with aromatic aldehydes and aromatic amines in water. This catalyst also shows good recyclability and reusability. This catalytic system would provide a simple, efficient and 'green' avenue towards the synthesis of beta-amino ketones. (C) 2009 Published by Elsevier B.V.

  DOI：

  10.1016/j.jorganchem.2009.07.018
• 作为试剂：
  描述：

  苯甲醛 、 苯胺 、 丙酮 在 (11-Cyclohexyl-10,12-dihydrobenzo[b][5,1]benzazabismocin-5-yl) 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate 作用下， 以 水 为溶剂， 反应 19.0h， 以60%的产率得到4-苯胺基-4-苯基丁烷-2-酮
  参考文献：
  名称：

  Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water

  摘要：

  An air-stable hypervalent organobismuth (III) perfluorooctanesulfonate was synthesized and characterized by spectroscopic and X-ray crystallographic techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reaction of ketones with aromatic aldehydes and aromatic amines in water. This catalyst also shows good recyclability and reusability. This catalytic system would provide a simple, efficient and 'green' avenue towards the synthesis of beta-amino ketones. (C) 2009 Published by Elsevier B.V.

  DOI：

  10.1016/j.jorganchem.2009.07.018

文献信息

• Synthesis and structure of an air-stable hypervalent organobismuth (III) perfluorooctanesulfonate and its use as high-efficiency catalyst for Mannich-type reactions in water
  作者：Xiaowen Zhang、Shuangfeng Yin、Renhua Qiu、Jun Xia、Weili Dai、Zhenying Yu、Chak-Tong Au、Wai-Yeung Wong

  DOI：10.1016/j.jorganchem.2009.07.018

  日期：2009.10

  An air-stable hypervalent organobismuth (III) perfluorooctanesulfonate was synthesized and characterized by spectroscopic and X-ray crystallographic techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reaction of ketones with aromatic aldehydes and aromatic amines in water. This catalyst also shows good recyclability and reusability. This catalytic system would provide a simple, efficient and 'green' avenue towards the synthesis of beta-amino ketones. (C) 2009 Published by Elsevier B.V.