4-Methoxy-benzaldehyd-pentylimin | 22868-45-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-Methoxy-benzaldehyd-pentylimin
• 英文别名: p-Methoxybenzylidene-pentyl-amine；1-(4-methoxyphenyl)-N-pentylmethanimine
• CAS: 22868-45-7
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: ZSDWIMPRCWPYGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Methoxy-benzaldehyd-pentylimin 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 ab-(4-methoxy-1-(pentyliminomethyl-κN)-2-phenoxy-κO)-cd-(4-methoxy-1-(pentyliminomethyl-κN)-2-phenyl-κC²)platinum(II)
  参考文献：
  名称：

  Synthesis, structure, and solid-state phosphorescence of heteroleptic platinum(II) complexes bearing iminophenyl and iminophenoxy ligands

  摘要：

  A series of heteroleptic platinum(II) complexes 1 bearing iminophenyl and iminophenoxy ligands have been synthesized and characterized using NMR, IR, and emission spectroscopies, mass spectrometry, and single crystal X-ray diffraction. The complexes exhibit intense phosphorescent emission with an absolute quantum efficiency (Phi(298K)) up to 0.29 in the crystalline state. Chromogenic control of solid-state emission over a range of 99 nm can be performed simply by introducing methoxy (MeO) groups at different positions on the aromatic rings. Hypsochromic and bathochromic shifts from the orange 1a crystal are observed with 4-/11-MeO (para-position of the imine moieties on the phenyl and phenoxy ligands; yellow emission) and 5-/12-MeO (para-position of the phenyl and phenoxy moieties; reddish orange and red emission) substitution, respectively. Time-dependent density functional theory (TD-DFT) calculations (B3LYP/6-31G*, LanL2DZ) indicated that the chromatic variation can be ascribed to the position-specific influence of the substituents on the HOMO and LUMO levels. The solid-state emission and heat-resistance are discussed based on the molecular packing of the crystals. (C) 2013 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.04.009
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 1-氨基戊烷 生成 4-Methoxy-benzaldehyd-pentylimin
  参考文献：
  名称：

  连续Cu（I）/ Pd（0）催化在二氢茚并[1,2- c ]异喹啉组合库溶液相平行合成中的应用

  摘要：

  实现了并行的溶液相合成二氢茚并异喹啉组合库的顺序Cu（I）/ Pd（0）催化的多组分耦合和环空协议。关于茚核的芳基环上的取代图案以及N-取代基的方案范围和局限性已经定义，这表明该方法与各种脂族直链，支链，和酯官能化氮-取代基。出乎意料的是，观察到在茚核的芳环中形成具有1,2,3-连续取代图案的区域异构体。合成了三个不同的组合文库，共有111个成员，并且提供了80种与已知药物结构相关的高度取代的二氢茚并异喹啉，包括一些由两种区域异构体的混合物组成的混合物，可用于生物活性测试。

  DOI：

  10.1021/co200027c

文献信息

• N,N'-Dialkyl-1,2-bis(hydroxyphenyl)ethylenediamines and N,N'-dialkyl-4,5-bis(4-hydroxyphenyl)imidazolidines. Syntheses and evaluation of their mammary tumor inhibiting activity
  作者：Erwin Von Angerer、Guenter Egginger、Gerhard Kranzfelder、Horst Bernhauer、Helmut Schoenenberger

  DOI：10.1021/jm00349a013

  日期：1982.7

  Diastereomeric N,N'-dialkyl-1,2-bis(hydroxyphenyl)ethylenediamines (5) were synthesized and tested for their affinity for the estradiol receptor. Only the (+/-)-1,2-bis(4-hydroxyphenyl)ethylenediamines with the alkyl groups C3H7 [(+/-)-5c, Ka = 1.1 x 19(6))], C4H9 [(+/-)-5e,Ka = 3.6 x 10(6)], and C5H11 [(+/-)-5h, Ka = 2.2 x 10(6)] showed a marked affinity, which is mainly due to the (+) enantiomers

  合成了非对映异构的N，N'-二烷基-1,2-双（羟苯基）乙二胺（5），并测试了它们与雌二醇受体的亲和力。仅具有烷基C3H7 [（+/-）-5c，Ka = 1.1 x 19（6））]的（+/-）-1,2-双（4-羟苯基）乙二胺，C4H9 [（+/- ）-5e，Ka = 3.6 x 10（6）]和C5H11 [（+/-）-5h，Ka = 2.2 x 10（6）]显示出显着的亲和力，这主要是由于（+）对映体[例如（+）-5e，Ka = 2.1 x 10（7）]。没有观察到通过环化对咪唑烷类[例如（+/-）-trans-7a，Ka = 1.2 x 10（7）]的亲和力增强。这些化合物[例如（+/-）-，（+）-和（-）-5e]在小鼠中不产生任何子宫反应，能够弱抑制DMBA诱导的乳腺癌的生长那只老鼠 （+/-）-5e对MCF-7细胞的抑制作用，己烯雌酚可以克服，
• Selective synthesis of secondary amines from nitriles using Pt nanowires as a catalyst
  作者：Shuanglong Lu、Jiaqing Wang、Xueqin Cao、Xinming Li、Hongwei Gu

  DOI：10.1039/c3cc48596j

  日期：——

  developed for the selective synthesis of secondary amines via reductive amination of the corresponding nitriles using Pt nanowires as a catalyst. This method allows for the synthesis of both unsymmetrical and symmetrical secondary amines in excellent yields (up to 95%) in the presence or absence of additional amines, respectively. Furthermore, the reaction proceeds under mild conditions and is environmentally

  已经开发出一种新的一锅法，该方法通过使用Pt纳米线作为催化剂，通过相应腈的还原胺化来选择性合成仲胺。该方法可以在存在或不存在其他胺的情况下分别以极高的收率（高达95％）合成不对称仲胺和对称仲胺。此外，该反应在温和的条件下进行并且对环境无害。
• Application of Sequential Cu(I)/Pd(0)-Catalysis to Solution-Phase Parallel Synthesis of Combinatorial Libraries of Dihydroindeno[1,2-<i>c</i>]isoquinolines
  作者：Sarvesh Kumar、Thomas O. Painter、Benoy K. Pal、Benjamin Neuenswander、Helena C. Malinakova

  DOI：10.1021/co200027c

  日期：2011.9.12

  methodology is compatible with a wide-range of aliphatic linear, branched, and ester functionalized N-substituents. Unexpectedly, the formation of regioisomers featuring a 1,2,3-contiguous substitution pattern in the aromatic ring of the indene core was observed. Three distinct combinatorial libraries with a total of 111 of members were synthesized, and 80 highly substituted dihydroindenoisoquinolines structurally

  实现了并行的溶液相合成二氢茚并异喹啉组合库的顺序Cu（I）/ Pd（0）催化的多组分耦合和环空协议。关于茚核的芳基环上的取代图案以及N-取代基的方案范围和局限性已经定义，这表明该方法与各种脂族直链，支链，和酯官能化氮-取代基。出乎意料的是，观察到在茚核的芳环中形成具有1,2,3-连续取代图案的区域异构体。合成了三个不同的组合文库，共有111个成员，并且提供了80种与已知药物结构相关的高度取代的二氢茚并异喹啉，包括一些由两种区域异构体的混合物组成的混合物，可用于生物活性测试。
• Synthesis, structure, and solid-state phosphorescence of heteroleptic platinum(II) complexes bearing iminophenyl and iminophenoxy ligands
  作者：Naruyoshi Komiya、Takashi Kashiwabara、Shotaro Iwata、Takeshi Naota

  DOI：10.1016/j.jorganchem.2013.04.009

  日期：2013.8

  A series of heteroleptic platinum(II) complexes 1 bearing iminophenyl and iminophenoxy ligands have been synthesized and characterized using NMR, IR, and emission spectroscopies, mass spectrometry, and single crystal X-ray diffraction. The complexes exhibit intense phosphorescent emission with an absolute quantum efficiency (Phi(298K)) up to 0.29 in the crystalline state. Chromogenic control of solid-state emission over a range of 99 nm can be performed simply by introducing methoxy (MeO) groups at different positions on the aromatic rings. Hypsochromic and bathochromic shifts from the orange 1a crystal are observed with 4-/11-MeO (para-position of the imine moieties on the phenyl and phenoxy ligands; yellow emission) and 5-/12-MeO (para-position of the phenyl and phenoxy moieties; reddish orange and red emission) substitution, respectively. Time-dependent density functional theory (TD-DFT) calculations (B3LYP/6-31G*, LanL2DZ) indicated that the chromatic variation can be ascribed to the position-specific influence of the substituents on the HOMO and LUMO levels. The solid-state emission and heat-resistance are discussed based on the molecular packing of the crystals. (C) 2013 Elsevier B. V. All rights reserved.