11,11'-disulfanediyldiundecanoyl chloride | 851778-52-4

• 分子结构分类: 有机化合物 - 有机硫化合物
• 英文名称: 11,11'-disulfanediyldiundecanoyl chloride
• 英文别名: 11-[(11-chloro-11-oxoundecyl)disulfanyl]undecanoyl chloride
• CAS: 851778-52-4
• 化学式: C₂₂H₄₀Cl₂O₂S₂
• 分子量: 471.596
• InChiKey: FVWXYHWTKDHPLR-UHFFFAOYSA-N

物化性质

• 沸点：
  539.0±15.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.92
• 重原子数：
  28.0
• 可旋转键数：
  23.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,4,5,6-四氨基嘧啶 、 11,11'-disulfanediyldiundecanoyl chloride 在 sodium hydroxide 作用下， 生成
  参考文献：
  名称：

  Model systems for molecular recognition at interfaces: synthesis and characterisation of functionalised disulfides with hydrogen-bonding properties

  摘要：

  合成了一系列分别以巴比妥酸和 2,4,5,6- 四氨基嘧啶衍生物为头基团的对称烷烃二硫化物，它们可用于制备金上的功能化单层。

  DOI：

  10.1039/cc9960001193
• 作为产物：
  描述：

  11-溴十一酸 在 盐酸 、 草酰氯 、 sodium thiosulfate 、 硫脲 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 11,11'-disulfanediyldiundecanoyl chloride
  参考文献：
  名称：

  Model systems for molecular recognition at interfaces: synthesis and characterisation of functionalised disulfides with hydrogen-bonding properties

  摘要：

  合成了一系列分别以巴比妥酸和 2,4,5,6- 四氨基嘧啶衍生物为头基团的对称烷烃二硫化物，它们可用于制备金上的功能化单层。

  DOI：

  10.1039/cc9960001193

文献信息

• N-sulfonylaminocarbonyl containing compounds
  申请人：Benson E. Karl

  公开号：US20050107615A1

  公开（公告）日：2005-05-19

  Compounds having two reactive functional groups are described that can be used to provide a connector group between a substrate and an amine-containing material. The first reactive functional group can be used to provide attachment to a surface of a substrate. The second reactive functional group is a N-sulfonylaminocarbonyl group that can be reacted with an amine-containing material, particularly a primary aliphatic amine, to form a carbonylimino-containing connector group. The invention also provides articles and methods for immobilizing amine-containing materials to a substrate.

  描述了具有两个反应性功能基团的化合物，可用于在基底和含胺材料之间提供连接器基团。第一个反应性功能基团可用于与基底表面结合。第二个反应性功能基团是N-磺酰氨基甲酰基团，可与含胺材料，特别是一次脂肪族胺反应，形成含有羰基亚胺的连接器基团。该发明还提供了用于将含胺材料固定到基底的物品和方法。
• Synthesis of a self-assembling gold nanoparticle-supported organocatalyst for enamine-based asymmetric aldol reactions
  作者：Péter Lajos Sóti、Hiroki Yamashita、Kohei Sato、Tetsuo Narumi、Mitsuo Toda、Naoharu Watanabe、György Marosi、Nobuyuki Mase

  DOI：10.1016/j.tet.2016.02.065

  日期：2016.4

  acid, was used for enamine-based aldol reactions. The modified Brust-Schiffrin (BS) synthesis was favored over the ligand exchange reaction in order to develop a new and simple synthetic pathway for nanoparticle-supported catalyst. Use of immobilized organocatalyst on nanoscale solid carrier led to excellent selectivities (up to 94:6 dr and 94% ee) in asymmetric reactions of ketones and benzaldehydes.

  自组装的金纳米粒子（GNP）负载的1-脯氨酸衍生物很容易地由4-羟基-1-脯氨酸和氯金酸分四个步骤合成，用于基于烯胺的羟醛反应。改进的Brust-Schiffrin（BS）合成优于配体交换反应，从而为纳米颗粒负载的催化剂开发了一种新的简单合成途径。在酮和苯甲醛的不对称反应中，在纳米级固体载体上使用固定化的有机催化剂可产生出色的选择性（高达94：6 dr和94％ee）。GNP在伪均质条件下运行，可以轻松地循环使用至少5次，而不会显着降低重量，活性，非对映和对映选择性。
• Immobilization of Rhodium Complexes at Thiolate Monolayers on Gold Surfaces:  Catalytic and Structural Studies
  作者：Thomas Belser、Meike Stöhr、Andreas Pfaltz

  DOI：10.1021/ja0500714

  日期：2005.6.1

  Chiral rhodium-diphosphine complexes have been incorporated into self-assembled thiolate monolayers (SAMS) on gold colloids. Catalysts of this type are of interest because they combine properties of homogeneous and heterogeneous systems. In addition, it should be possible to influence the catalytic properties of the metal center by the neighboring thiolate molecules. Colloids with a diameter of ca. 3 nm, coated with a mixed monolayer of n-octanethiolates and thiolates with chiral rhodium-PYRPHOS end groups, were studied as hydrogenation catalysts. With methyl a-acetamido-cinnamate as substrate, virtually the same enantioselectivities (up to 93% ee) and full conversion were obtained as with the corresponding homogeneous [Rh(COD)(PYRPHOS)]BArF catalyst. The colloids were easily recovered by filtration and reused as catalysts three times without loss of enantioselectivity. STM studies of analogous SAMS on Au(111) gave a detailed picture of the structure and dynamics of mixed monolayers of this type. The STM images showed that the catalyst-bearing thiolates are distributed statistically on the surface and that the ordered structure of the n-octanethiolate SAM can be retained during incorporation of the catalyst-bearing thiols using the place-exchange methodology.