[Al(tris(3-tert-butyl-2-hydroxy-5-methylbenzyl)amine(-3H))] | 951636-95-6

• 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: [Al(tris(3-tert-butyl-2-hydroxy-5-methylbenzyl)amine(-3H))]
• 英文别名: Aluminum;2-[[bis[(3-tert-butyl-5-methyl-2-oxidophenyl)methyl]amino]methyl]-6-tert-butyl-4-methylphenolate；aluminum;2-[[bis[(3-tert-butyl-5-methyl-2-oxidophenyl)methyl]amino]methyl]-6-tert-butyl-4-methylphenolate
• CAS: 951636-95-6
• 化学式: C₃₆H₄₈AlNO₃
• 分子量: 569.764
• InChiKey: XJPPVAUMNWRYJW-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  6.55
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [Al(tris(3-tert-butyl-2-hydroxy-5-methylbenzyl)amine(-3H))] 、 水 以 二氯甲烷 为溶剂， 以99%的产率得到[Al(tris(3-tert-butyl-2-hydroxy-5-methylbenzyl)amine(-3H))(H2O)]
  参考文献：
  名称：

  Steric Stabilization of a Monomeric Proalumatrane:  Experimental and Theoretical Studies

  摘要：

  Treatment of tripodal tris(3-tett-butyl-2-hydroxy-5-methylbenzyl)amine (L) with 1 equiv of trimethylaluminum in toluene gave the stable proalumatrane (AIL) (1) [wherein L = tris(3-tert-butyl-5-methyl-2-oxidobenzyl)amine] featuring a distorted trigonal monopyramidal four-coordinate aluminum geometry. An analogous reaction uses the less sterically congested isomer of L, namely, tris(5-tert-butyl-2-hydroxy-3-methylbenzyl)amine provided dimeric (AIL')2 (2) [wherein L' = tris(5-tert-butyl-3-methyl-2-oxidobenzyl)amine], which contains two bridging alumatrane moieties possessing five-coordinate TBP aluminum geometries. Reaction of AIL with water provided the adduct H2O center dot AIL (3), a species that is representative of a coordinatively stabilized intermediate in the hydrolysis of an aluminum alkoxide. Theoretical calculations revealed that considerable stabilization energy is obtained by the coordination of a water molecule to the tetracoordinate aluminum in AIL and that this result is consistent with the postulate that the Lewis acidity of AIL exceeds that of boron trifluoride, despite the presence of the transannular N -> Al bond in AIL.

  DOI：

  10.1021/ic7010327
• 作为产物：
  描述：

  三甲基铝 、 2,2',2''-[nitrilotris(methylene)]tris[6-tert-butyl-4-methylphenol] 以 甲苯 为溶剂， 以100%的产率得到[Al(tris(3-tert-butyl-2-hydroxy-5-methylbenzyl)amine(-3H))]
  参考文献：
  名称：

  Steric Stabilization of a Monomeric Proalumatrane:  Experimental and Theoretical Studies

  摘要：

  Treatment of tripodal tris(3-tett-butyl-2-hydroxy-5-methylbenzyl)amine (L) with 1 equiv of trimethylaluminum in toluene gave the stable proalumatrane (AIL) (1) [wherein L = tris(3-tert-butyl-5-methyl-2-oxidobenzyl)amine] featuring a distorted trigonal monopyramidal four-coordinate aluminum geometry. An analogous reaction uses the less sterically congested isomer of L, namely, tris(5-tert-butyl-2-hydroxy-3-methylbenzyl)amine provided dimeric (AIL')2 (2) [wherein L' = tris(5-tert-butyl-3-methyl-2-oxidobenzyl)amine], which contains two bridging alumatrane moieties possessing five-coordinate TBP aluminum geometries. Reaction of AIL with water provided the adduct H2O center dot AIL (3), a species that is representative of a coordinatively stabilized intermediate in the hydrolysis of an aluminum alkoxide. Theoretical calculations revealed that considerable stabilization energy is obtained by the coordination of a water molecule to the tetracoordinate aluminum in AIL and that this result is consistent with the postulate that the Lewis acidity of AIL exceeds that of boron trifluoride, despite the presence of the transannular N -> Al bond in AIL.

  DOI：

  10.1021/ic7010327
• 作为试剂：
  描述：

  胡椒醛 、 三甲基氰硅烷 在 [Al(tris(3-tert-butyl-2-hydroxy-5-methylbenzyl)amine(-3H))] 作用下， 以 乙腈 为溶剂， 反应 9.5h， 以83%的产率得到2-(3,4-methylenedioxyphenyl)-2-(trimethylsilyloxy)acetonitrile
  参考文献：
  名称：

  A tricyclic aluminum alkoxide catalyst for aldehyde trimethylsilylcyanation

  摘要：

  Trimethylsilylcyanation of aldehydes is efficiently accomplished with a low concentration of catalyst I under mild conditions in acetonitrile. This protocol tolerates a variety of electron-rich, neutral, and deficient aryl, heterocyclic, and alkyl aldehydes. At the end of the reaction, catalyst I precipitates from solution, allowing it to be recycled three times. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.138

文献信息

• Steric Stabilization of a Monomeric Proalumatrane:  Experimental and Theoretical Studies
  作者：Weiping Su、Junji Kobayashi、Arkady Ellern、Takayuki Kawashima、John G. Verkade

  DOI：10.1021/ic7010327

  日期：2007.9.1

  Treatment of tripodal tris(3-tett-butyl-2-hydroxy-5-methylbenzyl)amine (L) with 1 equiv of trimethylaluminum in toluene gave the stable proalumatrane (AIL) (1) [wherein L = tris(3-tert-butyl-5-methyl-2-oxidobenzyl)amine] featuring a distorted trigonal monopyramidal four-coordinate aluminum geometry. An analogous reaction uses the less sterically congested isomer of L, namely, tris(5-tert-butyl-2-hydroxy-3-methylbenzyl)amine provided dimeric (AIL')2 (2) [wherein L' = tris(5-tert-butyl-3-methyl-2-oxidobenzyl)amine], which contains two bridging alumatrane moieties possessing five-coordinate TBP aluminum geometries. Reaction of AIL with water provided the adduct H2O center dot AIL (3), a species that is representative of a coordinatively stabilized intermediate in the hydrolysis of an aluminum alkoxide. Theoretical calculations revealed that considerable stabilization energy is obtained by the coordination of a water molecule to the tetracoordinate aluminum in AIL and that this result is consistent with the postulate that the Lewis acidity of AIL exceeds that of boron trifluoride, despite the presence of the transannular N -> Al bond in AIL.