2-allyloxy-3-chloromethyl-5-tert-butylbenzaldehyde | 952677-14-4

• 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: 2-allyloxy-3-chloromethyl-5-tert-butylbenzaldehyde
• 英文别名: 5-Tert-butyl-3-(chloromethyl)-2-prop-2-enoxybenzaldehyde
• CAS: 952677-14-4
• 化学式: C₁₅H₁₉ClO₂
• 分子量: 266.768
• InChiKey: ZECGQSJXCBCXJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-allyloxy-3-chloromethyl-5-tert-butylbenzaldehyde 在 palladium diacetate 甲酸 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 17.75h， 生成 (R)-2,2'-bis(2-hydroxy-3-formyl-5-tert-butyl-benzyloxy)-1,1'-binaphthalene
  参考文献：
  名称：

  Synthesis and conformational aspects of 20- and 40-membered macrocyclic mono and dinuclear uranyl complexes incorporating salen and (R)-BINOL units

  摘要：

  20- and 40-membered macrocyclic mono and dinuclear uranyl complexes 11-13 incorporating salen and (R)-BINOL units have been designed and synthesized starting from 4-tert-butylphenol in eight steps. NMR measurements (COSY, NOESY/EXSY) indicate that such complexes in solution are involved in conformational equilibria, which for the 20- membered derivatives are observable already at room temperature (k(1)=300 s(-1) at 300 K) and which are probably related to a flipping motion of salicylaldehyde units. T-ROESY experiments suggest that in solution, the dinuclear complexes do not assume structures wrapped around the metal ions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.014
• 作为产物：
  描述：

  4-叔-丁基-2,6-二(羟基甲基)苯酚 在 manganese(IV) oxide 、 氯化亚砜 、 potassium carbonate 作用下， 以 二氯甲烷 、 氯仿 、 乙腈 为溶剂， 反应 11.5h， 生成 2-allyloxy-3-chloromethyl-5-tert-butylbenzaldehyde
  参考文献：
  名称：

  Synthesis and conformational aspects of 20- and 40-membered macrocyclic mono and dinuclear uranyl complexes incorporating salen and (R)-BINOL units

  摘要：

  20- and 40-membered macrocyclic mono and dinuclear uranyl complexes 11-13 incorporating salen and (R)-BINOL units have been designed and synthesized starting from 4-tert-butylphenol in eight steps. NMR measurements (COSY, NOESY/EXSY) indicate that such complexes in solution are involved in conformational equilibria, which for the 20- membered derivatives are observable already at room temperature (k(1)=300 s(-1) at 300 K) and which are probably related to a flipping motion of salicylaldehyde units. T-ROESY experiments suggest that in solution, the dinuclear complexes do not assume structures wrapped around the metal ions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.014

文献信息

• Heteroditopic Chiral Uranyl-Salen Receptor for Molecular Recognition of Amino Acid Ammonium Salts
  作者：Francesco P. Ballistreri、Andrea Pappalardo、Gaetano A. Tomaselli、Rosa M. Toscano、Giuseppe Trusso Sfrazzetto

  DOI：10.1002/ejoc.201000566

  日期：——

  A new heteroditopic chiral uranyl-salen complex incorporating two pyrenyl groups was designed and synthesized for the recognition of ammonium salts, tetrabutylammonium (TBA) and tetramethylammonium (TMA) amino acids. UV/Vis measurements indicate the formation of 1:1 host-guest complexes with high association constants and an excellent enantiomeric discrimination between the two enantiomers of phenylalanine-TMA

  设计并合成了一种新的含有两个芘基的异双位手性铀酰-salen 络合物，用于识别铵盐、四丁基铵 (TBA) 和四甲基铵 (TMA) 氨基酸。UV/Vis 测量表明形成了 1:1 的主客体复合物，具有高缔合常数和苯丙氨酸-TMA 的两种对映异构体之间的出色对映异构区分。T-ROESY NMR 实验证实了 TBA 和 TMA 阳离子与两个芘臂之间的阳离子-π 和 CH-π 相互作用，导致配合物的强稳定性。这是能够识别手性羧酸盐客体的铀酰受体的第一份报告。