α,α'-bis<3,5-bis(hydroxymethyl)phenoxy>-p-xylene | 135989-90-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: α,α'-bis<3,5-bis(hydroxymethyl)phenoxy>-p-xylene
• 英文别名: α,alpha.'-bis[3,5-bis(hydroxymethyl)phenoxy]-p-xylene；[3-[[4-[[3,5-bis(hydroxymethyl)phenoxy]methyl]phenyl]methoxy]-5-(hydroxymethyl)phenyl]methanol
• CAS: 135989-90-1
• 化学式: C₂₄H₂₆O₆
• 分子量: 410.467
• InChiKey: CRUJBWSUMGJWAM-UHFFFAOYSA-N

物化性质

• 沸点：
  691.9±50.0 °C(predicted)
• 密度：
  1.306±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  99.38
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  α,α'-bis<3,5-bis(hydroxymethyl)phenoxy>-p-xylene 在 吡啶 、 氯化亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 2-{3-[4-(3,5-Bis-carbamimidoylsulfanylmethyl-phenoxymethyl)-benzyloxy]-5-carbamimidoylsulfanylmethyl-benzyl}-isothiourea
  参考文献：
  名称：

  Synthesis of self-filled, vaulted, and intracavity functionalized cappedophanes

  摘要：

  Two approaches to the synthesis of vaulted cappedophanes 3v are described. In the first, the walls and ceiling were prefabricated as in tetrathiol 5 (10a and 10b, Scheme II, are specific examples), which was then coupled with a m-terphenyl tetrabromide such as 4. This route was most successful when the m-terphenyl base carried a large substituent (Ph, Br) in the 5' position. Thus tetrathiol 10a and tetrabromide 25 gave vaulted cappedophane 27v in good yield (Scheme VIII). In the absence of a 5' substituent, the major product was the self-filled conformer. For example, 10a and 4 gave mainly 11sf (62%) and only 2% of its vaulted conformer 11v (Scheme III), and tetrathiol 10b reacted with 4 to give (79%) only the self-filled conformer 15sf (Scheme IV). In the second approach, a cuppedophane with suitably functionalized walls was first constructed, and the cap was attached in a second step. For example, bisphenol 29, when coupled with p-xylylene dibromide, gave mainly vaulted conformer 11v (51%) and only a trace of 11sf (Scheme IX). Extension of this method to several other dihalides, however, gave mainly self-filled conformers (Schemes XI and XII) and even p-xylylene dibromide gave only self-filled product 33sf when the bisphenol contained a substituent at C2' of the m-terphenyl base (Scheme XIII). The reasons for the predominant formation of self-filled vis-a-vis vaulted cappedophane conformers are discussed. These studies open the way for the synthesis of vaulted cappedophanes containing functionality within the molecular cavity.

  DOI：

  10.1021/jo00019a032
• 作为产物：
  描述：

  5,5′-(1,4-phenylenebis(methylene))bis(oxy)diisophthalate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以94 mg的产率得到α,α'-bis<3,5-bis(hydroxymethyl)phenoxy>-p-xylene
  参考文献：
  名称：

  3-烷氧基苯卟啉的合成、光谱性质和金属化

  摘要：

  由 5-羟基间苯二甲酸二甲酯分三步制备了一系列 5-烷氧基-1,3-苯二甲醛和相关二聚体。酸催化二醛与三吡喃二甲酸缩合，然后用 2,3-二氯-5,6-二氰基-1,4-苯醌氧化，得到了良好产率的 3-烷氧基苯卟啉，尽管二聚四醛未能得到可分离的类卟啉产品。质子核磁共振波谱没有显示出芳环电流，但三氟乙酸的添加导致了双阳离子的形成，表现出弱的双异性特征。 TFA 光谱滴定表明发生了逐步质子化，产生单阳离子和双阳离子物质。 3-烷氧基苯卟啉与乙酸镍(II)或乙酸钯(II)反应，得到相关的镍(II)或钯(II)络合物。这些稳定的有机金属衍生物表现出增强的均变性能，这对于钯 (II) 配合物最为明显。这些独特的卟啉类化合物提供了对苯卟啉性质的进一步了解。

  DOI：

  10.3390/molecules29081903

文献信息

• High boron content carboranyl-functionalized aryl ether derivatives displaying photoluminescent properties
  作者：Frédéric Lerouge、Clara Viñas、Francesc Teixidor、Rosario Núñez、Arturo Abreu、Elba Xochitiotzi、Rosa Santillan、Norberto Farfán

  DOI：10.1039/b618771d

  日期：——

  precursors have such a property. The fluorescence emission depends on the cluster substituent (Ph or Me) and the solvent polarity. Additionally, the fluorescence emission intensity was clearly dependent on the solvent polarity; the closo species showed strongest fluorescence intensities in the non-polar solvents, while anionic species were highly emissive in polar solvents.

  α，α'-双（3,5-双（溴甲基）苯氧基-对二甲苯（3）与4当量的1-Ph-1,2-C 2 B 10 H 11或1的单锂盐的反应-Me-1,2-C 2 B 10 H 11分别得到相应的中性碳硼烷基官能化芳基醚衍生物closo - 4和closo - 5，这些化合物包含4个closo簇，这些簇在碱性条件下被降解酸值 在 乙醇，提供相应的nido - 6和nido - 7作为钾盐。还用四甲基铵分离了Nido物种阳离子得到高收率的化合物nido - 8和nido - 9。这钾盐 表现出良好的溶解性 水 和 极性溶剂。所有这些化合物的特征在于1 H，11 B和13 C NMR光谱 和 紫外线可见。电子数据不同溶剂指示所有化合物溶剂化变色移和最大吸收的红移巢物种相对于所述闭合碳衍生物。这些中性和阴离子碳硼烷基官能化的芳基醚衍生物代表了高硼含量的发光化合物的新家族，这些化合物在不同的条件下均显示出强大
• Decorating Poly(alkyl aryl-ether) Dendrimers with Metallacarboranes
  作者：Rosario Núñez、Emilio José Juárez-Pérez、Francesc Teixidor、Rosa Santillan、Norberto Farfán、Arturo Abreu、Rebeca Yépez、Clara Viñas

  DOI：10.1021/ic101306w

  日期：2010.11.1

  A new family of polyanionic poly(alkyl aryl-ether) metallodendrimers decorated with four and eight cobaltabisdicarbollide units have been obtained in high yield by the ring-opening reaction of cyclic oxonium [3,3'-Co(8-(C2H4O)(2)-1,2-C2B9H10)-(1',2'-C2B9H11 )] with alkoxides formed by deprotonation of terminal alcohols in the alpha,alpha'-bis[3,5-bis(hydroxymehyl)phenoxy]-p-xylene, alpha,alpha'-bis[3,5-bis(hydroxymehyl)phenoxy]-m-xylene, alpha,alpha'-bis[3,5-bis-[3,5-bis(hydroxymethyl)phenoxy]methylen]phenoxy]-m-xylene and alpha,alpha'-bis[3,5-bis-[3,5-bis(hydroxymethyl)phenoxy]methylen]-phenoxy]-m-xylene dendrimers. The crystal structure of the precursor alpha,alpha'-bis[3,5-bis(chloromethyl)phenoxy]-p-xylene is also described. Final products are fully characterized by FTIR, NMR, UV vis spectroscopies and elemental analysis. For metallodendrimers, the UV vis absorptions have been a good tool for estimating the experimental number of cobaltabisdicarbollide units peripherally attached to the dendrimeric structure and consequently to corroborate the complete functionalization of the dendrimers.