3,5-diethynylbenzenemethanol | 177407-19-1

• 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: 3,5-diethynylbenzenemethanol
• 英文别名: 3,5-diethnylbenzyl alcohol；3,5-diethynylbenzalcohol；DEBA；(3,5-Diethynylphenyl)methanol
• CAS: 177407-19-1
• 化学式: C₁₁H₈O
• 分子量: 156.184
• InChiKey: WGZIVBXFOOHSSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,5-diethynylbenzenemethanol 在 四溴化碳 、 三苯基膦 作用下， 以87%的产率得到3,5-diacetylenebenzyl bromide
  参考文献：
  名称：

  通过正交耦合策略快速合成树枝状聚合物

  摘要：

  树枝状聚合物是从中心核向外辐射的聚合物，给定臂上的分支点数量从核到外围呈指数增加。1 由于它们的新特性，树枝状大分子有许多用途，包括作为单分子胶束、2 种新型两亲物、3 种络合剂、4 和 MRI 造影剂。5 这些和其他应用将受益于更有效的树枝状聚合物制备方法，因为即使是小树枝状化合物的迭代合成方法也是多步骤的。特别是，Tomalia 6 和 Newkome 7 开发的发散方法和 Fre ́chet8 的收敛方法除了添加每一代的耦合步骤外，都最低限度地需要去保护或激活步骤。报道了一些缩短这些合成序列的成功尝试；然而，9-11，这些方法仍然需要（去）保护或活化化学。几年前，Baranay 和 Merrifield 12 将正交系统定义为“一组完全独立的保护组类别，这样每个类别都可以以任何顺序删除，并且所有其他类别都存在。” 正交保护基策略在肽化学中得到广泛应用，最近 Ogawa 13 使用两个

  DOI：

  10.1021/ja960317s
• 作为产物：
  描述：

  3,5-二溴苯甲醇 在 copper(l) iodide 、 potassium carbonate 作用下， 以 水 为溶剂， 生成 3,5-diethynylbenzenemethanol
  参考文献：
  名称：

  通过Ir催化双（二芳基乙烯基氧化膦）的双不对称加氢合成手性1,3-双（1-（二芳基磷酰基）乙基）-苯

  摘要：

  通过相应的双（二芳基乙烯基膦氧化物）的双不对称氢化反应，以高非对映异构体比例和优异的ee值制备了一类手性1,3-双（二芳基膦基乙基）苯，它们是合成PCP型手性钳位配体的关键中间体。 ）底物使用SpinPhox / Ir（I）络合物作为催化剂。氢化产物5a容易地转化成具有高对映体过量的相应的硼烷保护的手性PCP型钳形配体7a，说明了向光学活性手性PCP钳型配体的可行合成路线。

  DOI：

  10.1007/s11426-014-5134-7

文献信息

• A tailored spirooxazine dimer as a photoswitchable binding tool
  作者：Satish Kumar、Davita L. Watkins、Tomoko Fujiwara

  DOI：10.1039/b909496b

  日期：——

  A uniquely angled spirooxazine dimer was synthesized as a smart photoswitch for sensing and delivery applications; the dimer showed reversible binding and release ability towards a palladium catalyst.

  合成了一种具有独特角度的螺恶嗪二聚体，作为智能光开关用于传感与递送应用；该二聚体表现出对钯催化剂的可逆结合与释放能力。
• Quantifying chloride binding and salt extraction with poly(methyl methacrylate) copolymers bearing aryl-triazoles as anion receptor side chains
  作者：Kevin P. McDonald、Bo Qiao、Eric B. Twum、Semin Lee、Patrick J. Gamache、Chun-Hsing Chen、Yi Yi、Amar H. Flood

  DOI：10.1039/c4cc03362k

  日期：——

  Copolymers of methyl methacrylate and aryl-triazole based anion receptors were quantitatively analyzed. Transfer of structural features (1 : 1 and 2 : 1 complexes) and Cl− affinities from the parent receptors was demonstrated. Cl−-induced cross-linking changed the polymer's hydrodynamic radius. Extraction of tetrapropylammonium Cl− from water to dichloromethane was enhanced over PMMA.

  对甲基丙烯酸甲酯和芳基三唑阴离子受体的共聚物进行了定量分析。证明了结构特征（1:1和2:1复合物）和母体受体中Cl-亲和力的转移。Cl-诱导的交联改变了聚合物的流体动力学半径。从水中到二氯甲烷的四丙基氯化铵的萃取在PMMA上得到了增强。
• Surface functionalization of metal–organic polyhedron for homogeneous cyclopropanation catalysis
  作者：Weigang Lu、Daqiang Yuan、Andrey Yakovenko、Hong-Cai Zhou

  DOI：10.1039/c1cc00030f

  日期：——

  A super-paddlewheel (comprised of two paddlewheels) metal–organic polyhedron (MOP) containing surface hydroxyl groups was synthesized and characterized. Condensation reactions with linear alkyl anhydrides lead to new MOPs with enhanced solubility. As a result, the surface-modified MOP 4 was demonstrated as a homogeneous Lewis-acid catalyst.

  合成并表征了一种含有表面羟基的超桨轮（由两个桨轮组成）金属有机多面体（MOP）。与直链烷基酸酐的缩合反应产生了具有增强溶解性的新型MOP。因此，表面修饰的MOP 4被证明是一种均相路易斯酸催化剂。
• Synthesis, characterization, and solvent-independent photochromism of spironaphthooxazine dimers
  作者：Davita L. Watkins、Tomoko Fujiwara

  DOI：10.1016/j.jphotochem.2011.11.011

  日期：2012.1

  Specifically angled, conjugated spiroindolinonaphthooxazine dimers (SNOD) have been synthesized. The photochromic reactions of two types of SNOD were studied under continuous UV irradiation in solvents of different polarity. Comparison of these results with the single unit provides the examination of the specific effect of substituents on their photochromic properties and relaxation kinetics. The photomerocyanine isomers showed positive solvatochromism, supporting the premise for a less polar quinoidal structure. The thermal closing rate at 25 degrees C ranged from 0.2 to 1.6 s(-1) depending on the compound and solvent. Photochromism of these new compounds showed little dependency on solvent polarity and stable cyclability. (C) 2011 Elsevier B.V. All rights reserved.
• Diversity-Oriented Polymerization: One-Shot Synthesis of Library of Graft and Dendronized Polymers by Cu-Catalyzed Multicomponent Polymerization
  作者：Hyunseok Kim、Ki-Taek Bang、Inho Choi、Jin-Kyung Lee、Tae-Lim Choi

  DOI：10.1021/jacs.6b04695

  日期：2016.7.13

  Graft and dendronized polymers have attracted much attention in the polymer community, and there have been significant efforts to develop better synthetic methods. Herein, we report the highly efficient synthesis of graft and dendronized polymers by using Cu-catalyzed multicomponent polymerization (MCP). Based on diversity-oriented synthesis, we prepared a library of various graft and dendronized polymers from combinations of three types of monomers (mono-functionalized alkynes, bis-sulfonyl azides, and diamines/diols) that are bench stable and readily accessible. After reaction optimization, 54 samples of high-molecular-weight graft and dendronized polymers were prepared, the MCP method allowing simultaneous manipulation of the structures of both the main chains and the side chains. Moreover, because of the severe steric hindrance of the side chains, these polymers adopted extended conformations, as shown by the large shape parameter in solution. Also, the extended morphology of the single polymer chains was directly visualized by atomic force microscopy and transmission electron microscopy in the solid state. Most importantly, this diversity-oriented polymerization became possible because of highly step-economical and efficient one-step MCP, paving the way toward the easily tunable synthesis of graft and dendronized polymers.