tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate) | 205578-74-1

• 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: tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate)
• 英文别名: Tetraethyl 5-dimethoxymethyl-1,3-phenylenebis(methylenephosphonate)；tetraethyl 5-methoxymethyl-1,3-phenylenebis(methylenephosphonate)；3,5-bis(diethoxyphosphorylmethyl)benzaldehyde dimethyl acetal；1,3-Bis(diethoxyphosphorylmethyl)-5-(dimethoxymethyl)benzene
• CAS: 205578-74-1
• 化学式: C₁₉H₃₄O₈P₂
• 分子量: 452.422
• InChiKey: SLABQXJTQNTWHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  29
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate) 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 生成 3,5-bis{2'[3,5-bis[2'-(4-dibutylaminophenyl)vinyl]]}benzaldehyde
  参考文献：
  名称：

  偶极和非偶极聚（亚苯基亚乙烯基）树状聚合物的合成，表征和光学响应。

  摘要：

  使用Heck和Horner-Wadsworth-Emmons反应已有效地合成了带有供电子基团和吸电子基团的新型偶极和非偶极聚（亚苯基亚乙烯基）树状聚合物。这些系统的光致发光可通过选择适当的外围基团在蓝色区域进行调节。尽管有亚取代模式，但当pi供体基团和pi受体基团通过间亚苯基亚乙烯基系统连接时，仍可观察到较大的斯托克斯位移。

  DOI：

  10.1021/jo015764r
• 作为产物：
  描述：

  3,5-二(溴甲基)甲苯 在 N-溴代丁二酰亚胺(NBS) 、 Dowex 50 W-X₈ 、 水 、 铁粉 作用下， 以 甲醇 、 四氯化碳 为溶剂， 生成 tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate)
  参考文献：
  名称：

  Stilbenoid Dendrimers

  摘要：

  A convergent synthesis in which all trans double bonds were constructed by Wittig-Horner reactions produces dendrimers of the general structure 1. With long-chain alkoxy residues on the periphery of the benzene rings, the first two generations display liquid crystalline behavior.

  DOI：

  10.1002/(sici)1521-3773(19980316)37:5<643::aid-anie643>3.0.co;2-4

文献信息

• Dendritic Triphenylmethylium and Tetraphenylmethane Compounds
  作者：Herbert Meier、Soungkyoo Kim、Annette Oehlhof

  DOI：10.1055/s-0028-1083374

  日期：——

  from the low-field shifts of the ¹³C NMR signals. In contrast to the dark-blue dyes 3′a-c, the tris(stilbenyl)carbinols and tetrakis(stilbenyl)methane derivatives 3a-c and 7 exhibit long-wavelength absorption bands in the UV region. stilbene - charge delocalization - Wittig-Horner reaction - olefination - dendrimers - dyes

  使用Wittig-Horner反应制备具有甲醇或甲烷核的Stilbenoid树状聚合物。在用三氟乙酸或四氟硼酸处理时，将树枝状三（二苯乙烯基）甲醇3a - c转化为相应的甲基盐3'a - c。树枝状亚甲基离子3'c中扩展的交叉共轭导致长波长吸收（λmax = 697 nm），而共轭模型系统3'a和3'b被红移（λmax = 772 nm和分别为748 nm）。在阳离子电荷离域从的低场位移是明显¹³C NMR信号。与深蓝色染料3'a - c相反，三（二苯乙烯基）甲醇和四（二苯乙烯基）甲烷衍生物3a - c和7在UV区域中显示出长波长吸收带。 sti-电荷离域-Wittig-Horner反应-烯烃化-树状聚合物-染料
• [60]Fullerene-based liquid crystals acting as acid-sensitive fluorescent probes
  作者：Laura Pérez、Julie Lenoble、Joaquín Barberá、Pilar de la Cruz、Robert Deschenaux、Fernando Langa

  DOI：10.1039/b808730j

  日期：——

  Functionalization of [60]fullerene with liquid-crystalline dendrimers and a dibutylaniline-based phenylenevinylene moiety leads to supramolecular materials, the fluorescence of which responds to acid-base stimuli.

  [60]富勒烯与液晶树状大分子和基于二丁基苯胺的亚苯基亚乙烯基的功能化导致超分子材料，其荧光响应酸碱刺激。
• Synthesis of Oligoquinoline Dendronized Fullerenes for Potential Use in Organic Photovoltaic Devices
  作者：Tae-Woo Kwon、Samson A. Jenekhe

  DOI：10.5012/bkcs.2012.33.8.2703

  日期：2012.8.20

  Accepted May 23, 2012New C60 fullerenes derivatives [G1]-C60 ( 1) and [G2]-C60 ( 2) comprising of phenylenevinylene bridges andphenylquinoline peripheral surface groups were synthesized by 1,3-dipolar cycloaddition reaction of fullereneC60 with azomethine ylide in situ generated from [Gx]-CHO dendrons (x = 1 and 2) and sarcosine.Key Words : C60 fullerenes, Oligoquinolie-functionalized fullerene, Phenylquinoline

  E-mail: [e-mail] 2012年4月18日接收，2012年5月23日接受由富勒烯 C60 与由 [Gx]-CHO 树突 (x = 1 和 2) 和肌氨酸生成的甲亚胺叶立德原位发生 1,3-偶极环加成反应合成。关键词：C60 富勒烯, 低聚喹啉功能化富勒烯, 苯喹啉, 共轭亚芳基 vi -nylene dendrosIntroduction 对低成本和高效地将阳光转化为电能的兴趣导致了有机材料的开发，例如富勒烯和其他共轭聚合物。自从发现 C60 富勒烯
• Photochemistry and Mobility of Stilbenoid Dendrimers in Their Neat Phases
  作者：Matthias Lehmann、Ingrid Fischbach、Hans Wolfgang Spiess、Herbert Meier

  DOI：10.1021/ja0366179

  日期：2004.1.28

  Selectively deuterated, dodecyloxy substituted stilbenoid dendrimers of the first and second generation were synthesized by a convergent synthesis, using the Wittig-Horner reaction. The photochemistry and the fluorescence in the different crystalline and liquid crystalline phases were investigated. Molecules deuterated at the alpha-position of the alkoxy chains were used to study the photoreactions in the neat phases by H-1 NMR. Reactions of the double bonds are exclusively observed in the liquid crystal phases. No photoreactions occur in the crystalline state. The mobility of the dendrimers was studied by means of H-2 solid-state NMR spectroscopy. The onset of the photochemistry for dendrimer 1 [all-(E)-1,3,5-tris[2-(3,4,5-tridodecyloxyphenyl)ethenyl]benzene] corresponds to the increasing mobility at the Cr/LC transition. The first generation dendrimers still show large angle motion, whereas dendrimers of the second generation 2 [all-(E)-1, 3,5-tris(2-3,5-bis[2-(3,4,5-tridodecyloxyphenyl) ethenyl] phenyl}ethenyl) benzene] are restricted to librational motions. Photochemical conversion and fluorescence quenching for first and second generation dendrimers 1 and 2 increase with increasing molecular motion and reach a maximum in the isotropic phase.
• Dendrimers consisting of stilbene or distyrylbenzene building blocks synthesis and stability
  作者：Matthias Lehmann、Bernhard Schartel、Manfred Hennecke、Herbert Meier

  DOI：10.1016/s0040-4020(99)00823-6

  日期：1999.11

  On the basis of Wittig-Homer reactions and protection group techniques compound 7 for the core and the components 9a-c and 11a-c for the dendrons were prepared and linked in the final step. The convergent synthesis yielded constitutionally and configurationally pure dendrimers (2a-c, 2a'-c') which consist of distyrylbenzene units. Their thermo-oxidative stability in the presence of air was studied by chemiluminescence and compared to the dendrimers 1 consisting of stilbene units, (C) 1999 Elsevier Science Ltd. All rights reserved.