Tert-butyl 2-[2-[2-[2-[4-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]ethoxy]ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethoxy]acetate | 175447-65-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Tert-butyl 2-[2-[2-[2-[4-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]ethoxy]ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethoxy]acetate
• 英文别名: tert-butyl 2-[2-[2-[2-[4-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]ethoxy]ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethoxy]acetate
• CAS: 175447-65-1
• 化学式: C₃₀H₅₀O₁₂
• 分子量: 602.72
• InChiKey: IQKXYSPYSSAFSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  42
• 可旋转键数：
  28
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  Tert-butyl 2-[2-[2-[2-[4-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]ethoxy]ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethoxy]acetate 在 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 以98%的产率得到2-[2-[2-[2-[4-[2-[2-[2-(Carboxymethoxy)ethoxy]ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethoxy]acetic acid
  参考文献：
  名称：

  Self-assembly of a water-soluble [2]rotaxane with carbohydrate stoppers

  摘要：

  A [2]rotaxane self-assembles spontaneously by 'slippage' in D2O during one week at room temperature when a dumbbell-shaped compound. containing a hydroquinone ring recognition site and terminated by P-D-glucopyranose units, is mixed with cyclobis(paraquat-p-phenylene) tetrachloride. A [2]rotaxane with benzoylated D-glucopyranose residues is obtained when the dumbbell-shaped octabenzoate serves as a template for the formation of the cyclobis(paraquat p-phenylene) tetracation in DMF. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01247-1
• 作为产物：
  描述：

  溴乙酸叔丁酯 、 1,4-bis-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)benzene 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 以61%的产率得到Tert-butyl 2-[2-[2-[2-[4-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]ethoxy]ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethoxy]acetate
  参考文献：
  名称：

  Self-assembly of a water-soluble [2]rotaxane with carbohydrate stoppers

  摘要：

  A [2]rotaxane self-assembles spontaneously by 'slippage' in D2O during one week at room temperature when a dumbbell-shaped compound. containing a hydroquinone ring recognition site and terminated by P-D-glucopyranose units, is mixed with cyclobis(paraquat-p-phenylene) tetrachloride. A [2]rotaxane with benzoylated D-glucopyranose residues is obtained when the dumbbell-shaped octabenzoate serves as a template for the formation of the cyclobis(paraquat p-phenylene) tetracation in DMF. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01247-1

文献信息

• Structure−Reactivity Relationship in Interlocked Molecular Compounds and in Their Supramolecular Model Complexes
  作者：Masumi Asakawa、Christopher L. Brown、Stephan Menzer、Françisco M. Raymo、J. Fraser Stoddart、David J. Williams

  DOI：10.1021/ja962937z

  日期：1997.3.1

  Examination of the pseudorotaxane-like geometries adopted in the solid state by a series of 1:1 complexes revealed significant differences in the hydrogen bonding interactions between oxygen atoms in some hydroquinone-based guests carrying polyether/polyester functions and the acidic hydrogen atoms on the bipyridinium units of the host-cyclobis(paraquat-p-phenylene). These differences are reflected directly in the stabilities of the complexes in solution and dramatic changes in the magnitudes of their association constants (K-a values ranging from 130 to 4300 M(-1) in MeCN at 25 degrees C) are observed upon varying the location of the carbonyl ester function(s) along the polyether/ester chains. A similar effect (K-a values ranging from 5 to 730 M(-1) in Me(2)CO at 25 degrees C) was observed in the binding of paraquat as its bipyridinium bis(hexafluorophosphate) salt by analogous macrocyclic hydroquinone-based mono- and bis-lactones. Investigations of the kinetics of hydrolyses of the ester functions revealed that - while inert in their free forms - the macrocyclic mono- and bis-lactones undergo hydrolysis when incorporated within [2]catenanes composed of one of these macrocyclic lactones and cyclobis(paraquat-p-phenylene). Presumably, the enhanced reactivity of the ester functions is a result of [C-H ... O] hydrogen bonding interactions involving the ester carbonyl oxygen atoms and the acidic hydrogen atoms on the bipyridinium units, as suggested by single-crystal X-ray crystallographic analyses. Thus, cyclobis(paraquat-p-phenylene) can act as a mechanically-interlocked ''catalyst''.