1-iodo-2,5-bis(trimethylsilylacetylene)benzene | 887603-50-1

• 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: 1-iodo-2,5-bis(trimethylsilylacetylene)benzene
• 英文别名: 2-iodo-1,4-bis[(trimethylsilyl)ethynyl]benzene；2-[2-Iodo-4-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane
• CAS: 887603-50-1
• 化学式: C₁₆H₂₁ISi₂
• 分子量: 396.418
• InChiKey: OFRFVPIJPOOWFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-iodo-2,5-bis(trimethylsilylacetylene)benzene 在 N-溴代丁二酰亚胺(NBS) 、 silver nitrate 作用下， 以 丙酮 为溶剂， 以93%的产率得到1,4-Bis(2-bromoethynyl)-2-iodobenzene
  参考文献：
  名称：

  Synthesis of a single-molecule nanotruck

  摘要：

  We report the synthesis of a new nanovehicle, a porphyrin-based nanotruck. The porphyrin inner core was designed for possible transportation of metals and small molecules across a surface. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.081
• 作为产物：
  描述：

  2-溴-1,4-二碘苯 在 copper(l) iodide 、 叔丁基锂 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 1-iodo-2,5-bis(trimethylsilylacetylene)benzene
  参考文献：
  名称：

  Synthesis of a single-molecule nanotruck

  摘要：

  We report the synthesis of a new nanovehicle, a porphyrin-based nanotruck. The porphyrin inner core was designed for possible transportation of metals and small molecules across a surface. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.081

文献信息

• Two-Dimensional, Acene-Containing Conjugated Polymers That Show Ratiometric Fluorescent Response to Singlet Oxygen
  作者：Esra Altınok、Zachary C. Smith、Samuel W. Thomas

  DOI：10.1021/acs.macromol.5b01076

  日期：2015.10.13

  (PPEs) linked to singlet oxygen-reactive diethynyltetracene units through phenylene–ethynylene (PE) bridges that are conjugated to the polymer backbones. Successive Sonogashira coupling reactions enabled the preparation of the tetracene-containing PE pendants, the linking of the pendants to the monomer unit, and the polymerization reactions. Small molecule models of the polymers showed ratiometric

  本文描述了通过共轭于聚合物主链的亚苯基-乙炔基（PE）桥与单线态氧反应性二乙炔并四苯单元相连的二维共轭聚（亚苯基-乙炔基）（PPE）。连续的Sonogashira偶联反应能够制备含并四苯的PE侧基，侧基与单体单元的连接以及聚合反应。聚合物的小分子模型显示，由于环加成反应增加了各个发色团的激发态，暴露于光生单线态氧后荧光的比例响应。并四苯连接的PPE的荧光响应显示出明显不同的行为：1 O 2表示由于高局部并苯浓度导致分析物诱导的自猝灭减慢，并且（ii）比例蓝移响应直到大约75％的苯并芳烃被氧化后才发生，这突出了分析物诱导的潜在效用去除捕光性荧光材料中的陷阱。
• Synthetic Routes toward Carborane-Wheeled Nanocars
  作者：Jean-François Morin、Takashi Sasaki、Yasuhiro Shirai、Jason M. Guerrero、James M. Tour

  DOI：10.1021/jo701400t

  日期：2007.12.1

  [GRAPHICS]A new set of aryleneethynylene derivatives bearing three, four, and six p-carboranes as potential wheels attached to a semirigid chassis have been designed and synthesized. These molecules are expected to move in predetermined patterns on atomically smooth surfaces, depending on their specific configuration.
• Synthesis of a Nanocar with an Angled Chassis. Toward Circling Movement
  作者：Takashi Sasaki、Andrew J. Osgood、Lawrence B. Alemany、Kevin F. Kelly、James M. Tour

  DOI：10.1021/ol702642r

  日期：2008.1.1

  Nanocars with an angled chassis have been synthesized and imaged using scanning tunneling microscopy. These angled chassis nanocars were designed to further our understanding of the directional control and surface-rolling capabilities of this class of nanomachines. The alkylated carbazole inner core might enable the molecular scaffold to produce circular rolling motions of the nanovehicles on surfaces.
• En Route to a Motorized Nanocar
  作者：Jean-François Morin、Yasuhiro Shirai、James M. Tour

  DOI：10.1021/ol060445d

  日期：2006.4.1

  With the eventual goal of demonstrating a motorized nanocar, the key structure has been synthesized which bears a light-activated unidirectional molecular motor and an oligo(phenylene ethynylene) chassis and axle system with four carboranes to serve as the wheels. Kinetics studies in solution show that the motor indeed rotates upon irradiation with 365 nm light, and the fullerene-free carborane wheel system is an essential design feature for motor operation.
• Synthesis of a nanocar with organometallic wheels
  作者：Guillaume Vives、James M. Tour

  DOI：10.1016/j.tetlet.2009.01.042

  日期：2009.4

  A new class of nanovehicles incorporating trans-alkynyl(dppe)(2)ruthenium-based wheels is reported. A four-wheeled nanocar and a three-wheeled trimer were synthesized for future studies at the single molecule level. (C) 2009 Elsevier Ltd. All rights reserved.