3,3'-[benzene-1,4-diylbis(methanediyloxy)]dibenzaldehyde | 138117-09-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,3'-[benzene-1,4-diylbis(methanediyloxy)]dibenzaldehyde
• 英文别名: 1,4-bis(3-formylphenoxy)xylene；3-[[4-[(3-Formylphenoxy)methyl]phenyl]methoxy]benzaldehyde
• CAS: 138117-09-6
• 化学式: C₂₂H₁₈O₄
• 分子量: 346.383
• InChiKey: HBYRZQGJAYFCNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-[benzene-1,4-diylbis(methanediyloxy)]dibenzaldehyde 在 jones reagent 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 [3-[3-[[4-[[3-[3,5-Bis(3-methoxybenzoyl)benzoyl]phenoxy]methyl]phenyl]methoxy]benzoyl]-5-(3-methoxybenzoyl)phenyl]-(3-methoxyphenyl)methanone
  参考文献：
  名称：

  Synthesis of linked 1,3,5-triaroylbenzenes via enamine-directed alkyne cyclotrimerization

  摘要：

  Triaroylbenzenes connected via m-xylyl, p-xylyl, 4,4'-biphenyl, and 1,3,5-benzenetriyl linking units have been prepared in good yield by condensation of bis(enaminones) with aryl ethynyl ketones, The required bis(enaminones) were conveniently prepared starting from the corresponding bis- or tris(halomethyl) linking units and 3-hydroxybenzaldehyde. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01125-4
• 作为产物：
  描述：

  1,4-二(溴甲基)苯 、 间羟基苯甲醛 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以88%的产率得到3,3'-[benzene-1,4-diylbis(methanediyloxy)]dibenzaldehyde
  参考文献：
  名称：

  1,3,4-噻二唑啉类双环杂环化合物的合成及抗菌性能评估

  摘要：

  通过在Ac 2 O介质中回流环化双硫氨基甲唑酮（3a，3b，3c，3d，3e，3e，3f，3g），合成了二噻唑啉（4a，4b，4c，4d，4e，4f，4g）。中间体是从二苯甲醛（2a，2b，2c，2d，2e，2f，2g）在干燥的EtOH / HCl存在下通过回流与thiosemicarbazide一起使用。后者是在碱性条件下，由3-羟基苯甲醛与合适的二溴衍生物进行O-烷基化制得的，收率很高。通过严格分析其光谱参数（UV-vis，IR，1 H NMR，13 C NMR和ESI-MS）来确定所制备化合物的结构。使用连续管稀释法筛选了新制备的化合物对七种细菌和五种真菌菌株的抗菌活性。

  DOI：

  10.1002/jhet.2158

文献信息

• A New Route to Hyperbranched Macromolecules:  Syntheses of Photosensitive Poly(aroylarylene)s via 1,3,5-Regioselective Polycyclotrimerization of Bis(aroylacetylene)s
  作者：Hongchen Dong、Ronghua Zheng、Jacky W. Y. Lam、Matthias Häussler、Anjun Qin、Ben Zhong Tang

  DOI：10.1021/ma050342v

  日期：2005.7.26

  A new synthetic route to hyperbranched polymers is developed. Polycyclotrimerizations of functional diynes 1−3 initiated by a simple base of piperidine lead to the formation of hyperbranched poly(aroylarylene)s P1−P3 with perfect 1,3,5-regioregularity and high degree of branching (up to 100%) in high yields (up to 99%). The polymers show high photosensitivities and can be readily photo-cross-linked

  开发了一种新的合成超支化聚合物的途径。官能二炔的Polycyclotrimerizations 1 - 3通过的哌啶引线的简单碱启动以形成超支化聚（aroylarylene）类P的1 -P 3具有完美1,3,5-区域规整和高的支化度（高达100％）高产（高达99％）。该聚合物显示出高的光敏性，并且可以容易地进行光交联以产生具有纳米分辨率的光致抗蚀剂图案。
• Photochromic behavior of several new synthesized bis-1,3-diazabicyclo[3.1.0]hex-3-enes
  作者：H. Kiyani、N. O. Mahmoodi、K. Tabatabaeian、M. Zanjanchi

  DOI：10.1002/poc.1550

  日期：2009.5

  Photochromic compounds (1–6) are synthesized and characterized and the results of their spectra are presented. The structure–photochromic behavior relationship (SPBR) of the synthesized compounds has been analyzed. Copyright © 2009 John Wiley & Sons, Ltd.

  合成并表征了光致变色化合物（1-6），并给出了其光谱结果。分析了合成化合物的结构-光致变色行为关系（SPBR）。版权所有©2009 John Wiley＆Sons，Ltd.
• Multicomponent synthesis of dihydropyridines catalyzed by l-proline
  作者：Leila Zare、Mohammad Nikpassand

  DOI：10.1016/j.cclet.2010.12.012

  日期：2011.5

  Abstract Multicomponent synthesis of mono and bis 4-substituted-1,4-dihydropyridines from aldehydes, dimedone and ammonium acetate in the presence of an efficient recyclable catalyst, l -proline, in high yield and short reaction time is reported.

  摘要报道了在有效的可回收催化剂1-脯氨酸存在下，由醛，二甲酮和乙酸铵多组分合成单和双4-取代-1,4-二氢吡啶类化合物的方法，该方法高收率且反应时间短。
• Self-assembly of molecular devices containing a ferrocene, a porphyrin and a quinone in a triple macrocyclic architecture
  作者：Richard W. Wagner、Philip A. Brown、Thomas E. Johnson、Jonathan S. Lindsey

  DOI：10.1039/c39910001463

  日期：——

  Porphyrinogen self-assembly is compatible with a structurally diverse set of meta-linked dialdehyde building blocks, providing rapid access under gentle conditions to porphyrins bearing redox-active units positioned in a 3-dimensional architecture.

  卟啉原自组装与结构多样的元链二甲醛结构单元兼容，可在温和的条件下快速获得具有氧化还原活性单元的三维结构卟啉。
• An Enaminone-Directed Benzannulation/Macrocyclization Approach to Cyclophane Ring Systems
  作者：F. Christopher Pigge、Fatemeh Ghasedi、Nigam P. Rath

  DOI：10.1021/jo0256181

  日期：2002.6.1

  A straightforward and modular preparative approach to 1,3,5-triaroylbenzene-based functionalized cyclophane ring systems has been developed. The key cyclophane-forming macrocyclization reaction was accomplished during the course of a regioselective cross-benzannulation between bis(aryl ethynyl) ketone and enaminone reactants. Macrocyclic products with ring sizes ranging from 18-to 22-membered were successfully constructed. The composition of the tether connecting the two aryl ethynyl ketone fragments can be easily varied; consequently, this method is suitable for construction of a diverse range of structurally distinct cyclophane products. To illustrate this feature, cyclophanes possessing xylyl, alkyl, di(ethylene triamine), and di(ethylene oxy) bridging units were synthesized in isolated yields of 11-46%. Three new cyclophanes (calixarene-like macrocyles 8 and 9, as well as crownophane 18) were structurally characterized by X-ray diffractometry.