3,3'-(1,4-phenylene)dipropyl dimesylate | 143260-68-8

• 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: 3,3'-(1,4-phenylene)dipropyl dimesylate
• 英文别名: 3-[4-(3-Methylsulfonyloxypropyl)phenyl]propyl methanesulfonate；3-[4-(3-methylsulfonyloxypropyl)phenyl]propyl methanesulfonate
• CAS: 143260-68-8
• 化学式: C₁₄H₂₂O₆S₂
• 分子量: 350.457
• InChiKey: FRPGOAULFYLLNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3'-(1,4-phenylene)dipropyl dimesylate 在 盐酸 、 sodium iodide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 丙酮 、 苯 为溶剂， 生成 5,5'-(1,4-phenylene)bis[2-(methylthio)pentanal]
  参考文献：
  名称：

  Highly Regioselective Transformation of out/out-equatorial Bis(formylmethano)[60]fullerenes:  Construction of Dissymmetric [60]Fullerene-Centered Triads

  摘要：

  [GRAPHICS]Three kinds of out/out-equatorial bis( formylmethano)[ 60] fullerenes ( 1b-d) were obtained by the tether-directed bifunctionalization of [ 60] fullerene with bis( alpha-formylsulfonium ylide) s. The condensation of aromatic amines with 1b-d proceeded with an unexpectedly high regioselectivity to give one of two possible regioisomers of mono-imines as the main products ( the ratio of the regioisomers, up to 97: 3). By the transformation of the remaining formyl group in the mono-imines thus obtained, the corresponding dissymmetric bis-imines were efficiently synthesized.

  DOI：

  10.1021/jo060110+
• 作为产物：
  描述：

  [1,4-亚苯基]双(3-羟基丙烷) 、 甲基磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以95%的产率得到3,3'-(1,4-phenylene)dipropyl dimesylate
  参考文献：
  名称：

  Regio- and diastereo-controlled synthesis of bis(formylmethano)[60]fullerenes and their application to the formation of [60]fullerene pearl-necklace polyimines

  摘要：

  The tether-directed method was firstly applied to the biscyclopropanation of [60]fullerene via the addition-elimination reaction of bis(sulfonium ylide)s to give bis(formylmethano)[60]fullerenes with satisfactory regio- and stereoselectivity. The equatorialbisadduct thus obtained was used for the polycondensation with an aromatic diamine to afford the corresponding pearl-necklace polyimine with satisfactorily high degree of polymerization. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.148

文献信息

• Highly Regioselective Transformation of <i>out</i>/<i>out</i>-<i>e</i><i>quatorial</i> Bis(formylmethano)[60]fullerenes:  Construction of Dissymmetric [60]Fullerene-Centered Triads
  作者：Hiroshi Ito、Yasuhiro Ishida、Kazuhiko Saigo

  DOI：10.1021/jo060110+

  日期：2006.6.1

  [GRAPHICS]Three kinds of out/out-equatorial bis( formylmethano)[ 60] fullerenes ( 1b-d) were obtained by the tether-directed bifunctionalization of [ 60] fullerene with bis( alpha-formylsulfonium ylide) s. The condensation of aromatic amines with 1b-d proceeded with an unexpectedly high regioselectivity to give one of two possible regioisomers of mono-imines as the main products ( the ratio of the regioisomers, up to 97: 3). By the transformation of the remaining formyl group in the mono-imines thus obtained, the corresponding dissymmetric bis-imines were efficiently synthesized.
• Regio- and diastereo-controlled synthesis of bis(formylmethano)[60]fullerenes and their application to the formation of [60]fullerene pearl-necklace polyimines
  作者：Hiroshi Ito、Yasuhiro Ishida、Kazuhiko Saigo

  DOI：10.1016/j.tetlet.2006.02.148

  日期：2006.5

  The tether-directed method was firstly applied to the biscyclopropanation of [60]fullerene via the addition-elimination reaction of bis(sulfonium ylide)s to give bis(formylmethano)[60]fullerenes with satisfactory regio- and stereoselectivity. The equatorialbisadduct thus obtained was used for the polycondensation with an aromatic diamine to afford the corresponding pearl-necklace polyimine with satisfactorily high degree of polymerization. (c) 2006 Elsevier Ltd. All rights reserved.