4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-phenyl-undecan-1-ol | 181766-07-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-phenyl-undecan-1-ol
• 英文别名: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-phenylundecan-1-ol；4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1-phenylundecan-1-ol
• CAS: 181766-07-4
• 化学式: C₁₇H₁₁F₁₇O
• 分子量: 554.247
• InChiKey: QAWZJSBLMBENBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-phenyl-undecan-1-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1-phenylundecan-1-one
  参考文献：
  名称：

  Enantiomeric resolution of fluorous mixture by chiral CD columns: asymmetric reduction of a mixture of fluorous ketones

  摘要：

  Asymmetric reduction of a mixture of four fluorous ketone analogues was carried out with (R)-oxazaborolidine as a catalyst. The fluorous mixture products were resolved by a reverse phase HPLC with chiral beta-cyclodextrin column to result in good separation of the enantiomers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01539-9
• 作为产物：
  描述：

  1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十七氟-10-碘庚烷 在 硼烷四氢呋喃络合物 、 戴斯-马丁氧化剂 、 magnesium 、 (R)-2-甲基-CBS-恶唑硼烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 0.25h， 生成 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-phenyl-undecan-1-ol
  参考文献：
  名称：

  Enantiomeric resolution of fluorous mixture by chiral CD columns: asymmetric reduction of a mixture of fluorous ketones

  摘要：

  Asymmetric reduction of a mixture of four fluorous ketone analogues was carried out with (R)-oxazaborolidine as a catalyst. The fluorous mixture products were resolved by a reverse phase HPLC with chiral beta-cyclodextrin column to result in good separation of the enantiomers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01539-9

文献信息

• Copper catalyzed grignard cross-coupling reaction with β-perfluoroalkyl-substituted alkyl halides
  作者：Rie Shimizu、Eiichi Yoneda、Takamasa Fuchikami

  DOI：10.1016/0040-4039(96)01155-0

  日期：1996.7

  Coupling reaction of β-perfluoroalkyl-substituted alkyl halides with Grignard reagents such as phenyl-, vinyl-, allyl-, benzyl-, and alkyl-magnesium halides was catalyzed by copper salts or complexes to give the corresponding cross-coupling products in good yields. α,ω-Diiodoalkane bearing a polyfluoroalkylene moiety also reacted with 2 equiv. of Grignard reagent in the presence of copper catalyst

  铜盐或配合物催化β-全氟烷基取代的烷基卤化物与格氏试剂如苯基卤，乙烯基卤，烯丙基卤，苄基卤和烷基镁卤的偶合反应，从而以高收率得到相应的交叉偶合产物。带有多氟亚烷基部分的α，ω-二碘链烷也与2当量反应。铜催化剂存在下，用格氏试剂制备α，ω-双官能化产物。
• Enantiomeric resolution of fluorous mixture by chiral CD columns: asymmetric reduction of a mixture of fluorous ketones
  作者：Yutaka Nakamura、Seiji Takeuchi、Kazuo Okumura、Yoshiaki Ohgo、Hiroshi Matsuzawa、Koichi Mikami

  DOI：10.1016/s0040-4039(03)01539-9

  日期：2003.8

  Asymmetric reduction of a mixture of four fluorous ketone analogues was carried out with (R)-oxazaborolidine as a catalyst. The fluorous mixture products were resolved by a reverse phase HPLC with chiral beta-cyclodextrin column to result in good separation of the enantiomers. (C) 2003 Elsevier Ltd. All rights reserved.