acetyl-p-methylphenyltriphenylarsonium bromide | 66866-14-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acetyl-p-methylphenyltriphenylarsonium bromide
• 英文别名: (p-methylphenacyl)triphenylarsonium bromide；p-Toluoylmethyl-triphenylarsoniumbromid；[2-(4-Methylphenyl)-2-oxoethyl](triphenyl)arsanium bromide；[2-(4-methylphenyl)-2-oxoethyl]-triphenylarsanium;bromide
• CAS: 66866-14-6
• 化学式: Br*C₂₇H₂₄AsO
• 分子量: 519.313
• InChiKey: MOKNNTVLBQVZSH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二茂铁甲醛 、 acetyl-p-methylphenyltriphenylarsonium bromide 在 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 以81.5%的产率得到(E)-4-ferrocenyl-1-(p-tolyl)but-2-en-1-one
  参考文献：
  名称：

  Preparation of acetylstyrene- and benzoylstyrene-tricarbonylchromium, and of 1-acetyl- and 1-benzoyl-2-ferrocenylethylene

  摘要：

  The title compounds were synthesized by the reaction of a variety of arsonium salts with benzaldehyde tricarbonyl chromium or monoformyl ferrocene in the presence of K2CO3 at room temperature under phase transfer conditions, giving good yields.

  DOI：

  10.1016/0022-328x(91)83240-5
• 作为产物：
  描述：

  三苯胂 、 p-tolylacetyl bromide 以 苯 为溶剂， 反应 4.0h， 生成 acetyl-p-methylphenyltriphenylarsonium bromide
  参考文献：
  名称：

  Misra, R. A.; Sharma, B. L.; Parashari, S., Journal fur praktische Chemie (Leipzig 1954), 1982, vol. 324, # 1, p. 167 - 171

  摘要：

  DOI：

文献信息

• Highly enantioselective tandem cyclopropanation/Wittig reaction of α,β-unsaturated aldehydes with arsonium ylides catalyzed by recyclable dendritic catalyst
  作者：Yun-Hui Zhao、Chang-Wu Zheng、Gang Zhao、Wei-Guo Cao

  DOI：10.1016/j.tetasy.2008.02.022

  日期：2008.4

  A novel tandem cyclopropanation/Wittig reaction of alpha,beta-unsaturated aldehydes with arsonium ylides using a chiral 2-trimethylsilanyloxy-methyl-pyrrolidine-based dendritic catalyst is described. Good yields (up to 86%), and high diastereoselectivities (up to dr = 99: 1) and enantioselectivities (up to 99% ee) were obtained under simple and mild reaction conditions. The catalyst can be recycled without any loss in activity. (c) 2008 Elsevier Ltd. All rights reserved.
• Organocatalytic asymmetric cyclopropanation of α,β-unsaturated aldehydes with arsonium ylides
  作者：Yun-Hui Zhao、Gang Zhao、Wei-Guo Cao

  DOI：10.1016/j.tetasy.2007.10.007

  日期：2007.10

  A novel organocatalytic asymmetric cyclopropanation of alpha,beta-unsaturated aldehydes with arsonium ylides using diphenylprolinol silylether as a catalyst is described. A variety of chiral cyclopropyl aldehydes are obtained in moderate to good yields with up to 99:1 dr (diastereomeric ratio) and 99% ee under simple and mild reaction conditions. (c) 2007 Elsevier Ltd. All rights reserved.
• Rastogi, Ravi; Zutshi, Kamala, Journal fur praktische Chemie (Leipzig 1954), 1983, vol. 325, # 3, p. 359 - 363
  作者：Rastogi, Ravi、Zutshi, Kamala

  DOI：——

  日期：——
• Misra, R. A.; Sharma, B. L.; Parashari, S., Journal fur praktische Chemie (Leipzig 1954), 1982, vol. 324, # 1, p. 167 - 171
  作者：Misra, R. A.、Sharma, B. L.、Parashari, S.

  DOI：——

  日期：——
• Preparation of acetylstyrene- and benzoylstyrene-tricarbonylchromium, and of 1-acetyl- and 1-benzoyl-2-ferrocenylethylene
  作者：Jiling Huang、Yao-Zeng Huang

  DOI：10.1016/0022-328x(91)83240-5

  日期：1991.8

  The title compounds were synthesized by the reaction of a variety of arsonium salts with benzaldehyde tricarbonyl chromium or monoformyl ferrocene in the presence of K2CO3 at room temperature under phase transfer conditions, giving good yields.