1-(2-methylbut-1-enylidene)-2,2,3,3-tetramethylcyclopropane | 1221566-47-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-(2-methylbut-1-enylidene)-2,2,3,3-tetramethylcyclopropane
• CAS: 1221566-47-7
• 化学式: C₁₂H₂₀
• 分子量: 164.291
• InChiKey: DDANOZQLXFQLMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-溴苯甲醚 、 1-(2-methylbut-1-enylidene)-2,2,3,3-tetramethylcyclopropane 在 bis(η3-allyl-μ-chloropalladium(II)) 、 potassium carbonate 、 顺式,顺式,顺式-1,2,3,4-四[(二苯基膦)甲基]环戊烷 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 20.0h， 生成 1-(4-methoxyphenyl)-2-methyl-1-(2,2,3,3-tetramethylcyclopropylidene)-2-butene 、 2-ethyl-3-(4-methoxyphenyl)-3-(2,2,3,3-tetramethyl-cyclopropylidene)propene
  参考文献：
  名称：

  Arylation of alkenylidenecyclopropanes via Heck reaction. A simple access to arylallylidenecyclopropanes

  摘要：

  Five alkenylidenecyclopropanes have been arylated using a catalytic amount of [Pd(C3H5)Cl](2) (0.004%) associated to the tetradentate ligand cis, cis, cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane or Tedicyp as the catalyst The carbo-palladation step occurs on the terminal double bond of the vinyl-idenecyclopropanes, without interaction with the internal one The addition of the complex PdArL2 corresponds to an electrophilic attack on the face of the double bond. syn to the best election-donor cyclopropyl substituent (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.01.052
• 作为产物：
  描述：

  2,3-二甲基-2-丁烯 、 3-氯-3-甲基戊-1-炔 在 potassium tert-butylate 作用下， 以 正戊烷 为溶剂， 生成 1-(2-methylbut-1-enylidene)-2,2,3,3-tetramethylcyclopropane
  参考文献：
  名称：

  Arylation of alkenylidenecyclopropanes via Heck reaction. A simple access to arylallylidenecyclopropanes

  摘要：

  Five alkenylidenecyclopropanes have been arylated using a catalytic amount of [Pd(C3H5)Cl](2) (0.004%) associated to the tetradentate ligand cis, cis, cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane or Tedicyp as the catalyst The carbo-palladation step occurs on the terminal double bond of the vinyl-idenecyclopropanes, without interaction with the internal one The addition of the complex PdArL2 corresponds to an electrophilic attack on the face of the double bond. syn to the best election-donor cyclopropyl substituent (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.01.052

文献信息

• Arylation of alkenylidenecyclopropanes via Heck reaction. A simple access to arylallylidenecyclopropanes
  作者：Yacoub Fall、Henri Doucet、Maurice Santelli

  DOI：10.1016/j.tet.2010.01.052

  日期：2010.3

  Five alkenylidenecyclopropanes have been arylated using a catalytic amount of [Pd(C3H5)Cl](2) (0.004%) associated to the tetradentate ligand cis, cis, cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane or Tedicyp as the catalyst The carbo-palladation step occurs on the terminal double bond of the vinyl-idenecyclopropanes, without interaction with the internal one The addition of the complex PdArL2 corresponds to an electrophilic attack on the face of the double bond. syn to the best election-donor cyclopropyl substituent (C) 2010 Elsevier Ltd All rights reserved