2-(1-decyl)thiophene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-(1-decyl)thiophene
• 英文别名: 2-(dec-1-ynyl)thiophene；2-(dec-1-yn-1-yl)thiophene；2-Decynyl thiophene；2-dec-1-ynylthiophene
• 化学式: C₁₄H₂₀S
• 分子量: 220.379
• InChiKey: CKVQKSMUOXQIBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  {[4-(trifluoromethyl)phenyl]methylidene}hydrazine 、 2-(1-decyl)thiophene 在 bis(η3-allyl-μ-chloropalladium(II)) 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三环己基膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以82%的产率得到
  参考文献：
  名称：

  钯催化的Hy取代的芳烃炔烃的正式加氢烷基化。

  摘要：

  我们已经开发了前所未有的钯催化炔与with的正式加氢烷基化反应，是由自然丰富的醛作为烷基化试剂和氢供体原位生成的。加氢烷基化以较高的区域选择性和立体选择性进行，形成（Z）烯烃，与（E）烯烃相比更难以生成。该反应与各种官能团相容，包括羟基，酯基，酮基，腈基，硼酸酯基，胺基和卤基。此外，天然产物和药物衍生物的后期修饰体现了其独特的化学选择性，区域选择性和合成适用性。机理研究表明，钯氢化物中间体可能参与其中。

  DOI：

  10.1002/anie.202005132
• 作为产物：
  描述：

  辛醇 在 吡啶 、 chloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I) 、 sodium tert-pentoxide 作用下， 以 二氯甲烷 为溶剂， 反应 15.17h， 生成 2-(1-decyl)thiophene
  参考文献：
  名称：

  N-杂环碳铜催化末端炔烃与非活化烷基三氟甲磺酸酯的直接烷基化

  摘要：

  （NHC）-铜催化的C（sp）-C（sp3）键的形成已在温和的条件下成功实现。可以很容易地从醇中衍生得到的未活化的烷基三氟甲磺酸酯被用作CO亲电试剂。机理研究表明...

  DOI：

  10.1039/c7cc00891k

文献信息

• Organic species that facilitate charge transfer to or from nanostructures
  申请人：Whiteford A. Jeffery

  公开号：US20050109989A1

  公开（公告）日：2005-05-26

  The present invention provides polymeric compositions that can be used to modify charge transport across a nanocrystal surface or within a nanocrystal-containing matrix, as well as methods for making and using the novel compositions.

  本发明提供了可用于修改纳米晶表面或纳米晶含量矩阵内部的电荷传输的聚合物组合物，以及制备和使用这种新型组合物的方法。
• Organic Species that Facilitate Charge Transfer to or from Nanostructures
  申请人：Whiteford Jeffery A.

  公开号：US20090050854A1

  公开（公告）日：2009-02-26

  The present invention provides compositions (small molecules, oligomers and polymers) that can be used to modify charge transport across a nanocrystal surface or within a nanocrystal-containing matrix, as well as methods for making and using the novel compositions.

  本发明提供了可用于修改纳米晶表面或纳米晶含量基质内的电荷传输的组合物（小分子、寡聚体和聚合物），以及制备和使用这些新型组合物的方法。
• Heck Alkynylation (Copper-Free Sonogashira Coupling) of Aryl and Heteroaryl Chlorides, Using Pd Complexes of <i>t</i>-Bu₂(<i>p</i>-NMe₂C₆H₄)P: Understanding the Structure–Activity Relationships and Copper Effects
  作者：Xiaotao Pu、Hongbo Li、Thomas J. Colacot

  DOI：10.1021/jo302195y

  日期：2013.1.18

  L2Pd(0) and L2Pd(II) complexes, where L=t-Bu-2(p-NMe2C6H4)P, have been identified as efficient catalyst systems for the Heck alkynylation of a variety of aryl bromides (17 examples) and aryl/heteroaryl chlorides (31 examples) with a range of aryl- and alkyl-acetylenes in excellent yields, under relatively low Pd loadings. The single-crystal X-ray structure determination of the presumably active catalytic species, L2Pd(0), was carried out in this study to better understand the superior activity of the current catalyst system from a structure activity relationship point of view. The P-Pd-P bond angle indicates that the complex is bent (174.7 degrees) in comparison to the perfectly linear (180.0 degrees) structure of the analogous Pd(t-Bu3P)(2). Preliminary mechanistic studies on the negative copper effect and substrate effect of aryl acetylenes were conducted to better understand the cross-coupling pathway of Heck alkynylation.
• Sonogashira coupling and cyclization reactions on alumina: a route to aryl alkynes, 2-substituted-benzo[b]furans and 2-substituted-indoles
  作者：George W Kabalka、Lei Wang、Richard M Pagni

  DOI：10.1016/s0040-4020(01)00774-8

  日期：2001.9

  A solventless, microwave-enhanced Sonogashira coupling reaction of aromatic iodides with terminal alkynes on potassium fluoride doped alumina in the presence of palladium powder, cuprous iodide, and triphenylphosphine has been developed. The reaction can be utilized to prepare aryl alkynes in excellent yields. The coupling of o-iodophenol with terminal alkynes leads to the formation 2-substituted-benzo[b]furans. Whereas the coupling of o-iodoanilines with terminal alkynes generates indole products. An in situ desilylation reaction was also developed. (C) 2001 Elsevier Science Ltd. All rights reserved.
• ORGANIC SPECIES THAT FACILITATE CHARGE TRANSFER TO OR FROM NANOSTRUCTURES
  申请人：Nanosys, Inc.

  公开号：EP1537187A2

  公开（公告）日：2005-06-08