2-<(Trimethylsilyl)amino>thiphene

• 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-<(Trimethylsilyl)amino>thiphene
• 英文别名: N-(trimethylsilyl)-2-aminothiophene；N-trimethylsilylthiophen-2-amine
• 化学式: C₇H₁₃NSSi
• 分子量: 171.338
• InChiKey: OFPPFKFTTRLMFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  40.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  、 2-<(Trimethylsilyl)amino>thiphene 以 二氯甲烷 为溶剂， 以7 %的产率得到
  参考文献：
  名称：

  聚（亚芳基亚氨基硼烷），具有 BN 掺杂主链的聚（亚芳基亚乙烯基）类似物：综合研究

  摘要：

  通过模块化方法，由主链 BN 掺杂的聚（对亚苯基亚乙烯基）（PPV）和聚（噻吩亚乙烯基）（PTV）组合而成的聚合物、共聚物和低聚物具有定制的性能。 π-共轭供体-受体型主链结构产生高效的固态发射和聚集诱导发射（AIE）行为。

  DOI：

  10.1002/chem.202302767
• 作为产物：
  描述：

  N,O-双三甲硅基羟胺 、 alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 反应 1.0h， 以72%的产率得到2-<(Trimethylsilyl)amino>thiphene
  参考文献：
  名称：

  Electrophilic amination of higher order cuprates with N,O-bis(trimethylsilyl)hydroxylamine

  摘要：

  In the reaction of higher order cyanocuprates with N,O-bis(trimethylsilyl)hydroxylamine delivery of the NHSiMe3 moiety to one of the anionic ligands in the cuprate takes place even in the absence of external bases according to an ''electrophilic amination'' protocol. Details of the methodology are given, and the reaction mechanism is analyzed in terms of interception by a mixed bis-metal cluster of a lithium N-silyl-N-siloxyamide, followed by intramolecular C-N coupling. This method is applicable to cyanocuprates bearing aromatic, heteroaromatic, and saturated aliphatic ligands. A number of 2-amino-substituted heterocycles, not easily accessible by normal routes, can be obtained with the aid of a stabilizing silylation at the nitrogen atom.

  DOI：

  10.1021/jo00073a018

文献信息

• Electrophilic amination of higher order cuprates with N,O-bis(trimethylsilyl)hydroxylamine
  作者：Antonella Casarini、Pasquale Dembech、Dario Lazzari、Elisabetta Marini、Gianna Reginato、Alfredo Ricci、Giancarlo Seconi

  DOI：10.1021/jo00073a018

  日期：1993.10

  In the reaction of higher order cyanocuprates with N,O-bis(trimethylsilyl)hydroxylamine delivery of the NHSiMe3 moiety to one of the anionic ligands in the cuprate takes place even in the absence of external bases according to an ''electrophilic amination'' protocol. Details of the methodology are given, and the reaction mechanism is analyzed in terms of interception by a mixed bis-metal cluster of a lithium N-silyl-N-siloxyamide, followed by intramolecular C-N coupling. This method is applicable to cyanocuprates bearing aromatic, heteroaromatic, and saturated aliphatic ligands. A number of 2-amino-substituted heterocycles, not easily accessible by normal routes, can be obtained with the aid of a stabilizing silylation at the nitrogen atom.
• Poly(arylene iminoborane)s, Analogues of Poly(arylene vinylene) with a BN‐Doped Backbone: A Comprehensive Study
  作者：Matthias Maier、Johannes Chorbacher、Anna Hellinger、Jonas Klopf、Julian Günther、Holger Helten

  DOI：10.1002/chem.202302767

  日期：2023.12.11

  Polymers, copolymers, and oligomers from combinations of backbone-BN-doped poly(p-phenylene vinylene) (PPV) and poly(thiophene vinylene) (PTV) with tailored properties have been prepared by a modular approach. The π-conjugated donor-acceptor-type backbone structure gives rise to efficient solid-state emission and aggregation-induced emission (AIE) behavior.

  通过模块化方法，由主链 BN 掺杂的聚（对亚苯基亚乙烯基）（PPV）和聚（噻吩亚乙烯基）（PTV）组合而成的聚合物、共聚物和低聚物具有定制的性能。 π-共轭供体-受体型主链结构产生高效的固态发射和聚集诱导发射（AIE）行为。