4-hydroxy-5-methyl-4'-vinylbiphenyl-3-carbaldehyde | 617708-32-4

• 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-hydroxy-5-methyl-4'-vinylbiphenyl-3-carbaldehyde
• 英文别名: 5-(4-Ethenylphenyl)-2-hydroxy-3-methylbenzaldehyde
• CAS: 617708-32-4
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: HJFVINQPQSGXEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-羟基-3-甲基苯甲醛 、 乙二胺 、 4-hydroxy-5-methyl-4'-vinylbiphenyl-3-carbaldehyde 以 乙醇 为溶剂， 反应 1.0h， 生成 N-(3-methylsalicylidene)-N'-(4-vinylphenyl-3-methylsalicylidene)ethylenediimine
  参考文献：
  名称：

  Vanadyl salen complexes covalently anchored to an imidazolium ion as catalysts for the cyanosilylation of aldehydes in ionic liquids

  摘要：

  Two vanadyl salen complexes having peripheral styryl substituents have been reacted with 1-methyl-3-(3-mercaptopropyl)-imidazolium chloride using azoisobutyronitrile as radical initiator. The resulting compounds contain at the same time a vanadyl salen complex and one imidazolium cation. In agreement with the expectations in view of their structure, these compounds were insoluble in conventional organic solvents, but completely miscible in imidazolium ionic liquids. These vanadyl salen complexes bonded to an imidazolium cation are highly active and reusable catalysts for the cyanosilylation of aldehydes. Moderate enantiomeric excesses were obtained using the chiral version of this complex. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01746-5
• 作为产物：
  描述：

  2-羟基-3-甲基苯甲醛 在 四(三苯基膦)钯 、 溴 、 sodium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-hydroxy-5-methyl-4'-vinylbiphenyl-3-carbaldehyde
  参考文献：
  名称：

  Vanadyl salen complexes covalently anchored to an imidazolium ion as catalysts for the cyanosilylation of aldehydes in ionic liquids

  摘要：

  Two vanadyl salen complexes having peripheral styryl substituents have been reacted with 1-methyl-3-(3-mercaptopropyl)-imidazolium chloride using azoisobutyronitrile as radical initiator. The resulting compounds contain at the same time a vanadyl salen complex and one imidazolium cation. In agreement with the expectations in view of their structure, these compounds were insoluble in conventional organic solvents, but completely miscible in imidazolium ionic liquids. These vanadyl salen complexes bonded to an imidazolium cation are highly active and reusable catalysts for the cyanosilylation of aldehydes. Moderate enantiomeric excesses were obtained using the chiral version of this complex. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01746-5

文献信息

• Vanadyl salen complexes covalently anchored to an imidazolium ion as catalysts for the cyanosilylation of aldehydes in ionic liquids
  作者：Carlos Baleizão、Bárbara Gigante、Hermenegildo Garcia、Avelino Corma

  DOI：10.1016/s0040-4039(03)01746-5

  日期：2003.9

  Two vanadyl salen complexes having peripheral styryl substituents have been reacted with 1-methyl-3-(3-mercaptopropyl)-imidazolium chloride using azoisobutyronitrile as radical initiator. The resulting compounds contain at the same time a vanadyl salen complex and one imidazolium cation. In agreement with the expectations in view of their structure, these compounds were insoluble in conventional organic solvents, but completely miscible in imidazolium ionic liquids. These vanadyl salen complexes bonded to an imidazolium cation are highly active and reusable catalysts for the cyanosilylation of aldehydes. Moderate enantiomeric excesses were obtained using the chiral version of this complex. (C) 2003 Elsevier Ltd. All rights reserved.
• Vanadyl salen complexes covalently anchored to single-wall carbon nanotubes as heterogeneous catalysts for the cyanosilylation of aldehydes
  作者：C Baleizão

  DOI：10.1016/j.jcat.2003.08.016

  日期：2004.1.1

  Single-wall carbon nanotubes (SWNT) have a special structure and morphology consisting of long tubes (mum scale) of less than 2 nm in diameter. We have taken advantage of this geometric feature of SWNT to use them as supports for the preparation of a heterogeneous catalyst. Styryl functionalized vanadyl Schiff base has been covalently anchored on mercapto-modified SWNT through a radical chain mechanism. SWNT is more suitable as support for the complex than high-surface-area activated carbon because the latter exhibits some adventitious activity. The vanadyl-modified SWNT solid was used to effect the catalytic cyanosilylation of aldehydes with trimethysilylcyanide. The system is truly heterogeneous (no leaching observed) and reusable (no decrease in activity) in five consecutive runs. The asymmetric version was also performed using a chiral vanadyl complex obtaining 66% of enantiomeric excess. (C) 2003 Elsevier Inc. All rights reserved.