| 150675-17-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• CAS: 150675-17-5
• 化学式: C₁₀H₁₉N
• 分子量: 153.268
• InChiKey: ZMBFSJVNWOSYHA-DHZHZOJOSA-N

物化性质

• 沸点：
  203.9±23.0 °C(Predicted)
• 密度：
  0.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  11.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  dichloro(1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylylidene)(benzylidene)bis(pyridine)ruthenium(II) 、 以 二氯甲烷 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Latent Olefin Metathesis Catalysts Featuring Chelating Alkylidenes

  摘要：

  The synthesis of a series of ruthenium-based metathesis catalysts featuring imine donors chelated through the alkylidene group is described. The relative placement of the imine carbon-nitrogen double bond (exocyclic vs endocyclic) has a major impact on the initiation behavior. When used in metathesis applications, catalysts with an endocyclic imine bond show latent behavior and a high degree of tunability. The incorporation of additional donor atoms is an additional strategy for controlling initiation behavior. These latent catalysts could be useful in high-temperature applications.

  DOI：

  10.1021/om060620u

文献信息

• Stereospecific aziridination of olefins via electrophile-induced cyclization of γ,δ-unsaturated imines and subsequent hydrolytic rearrangement
  作者：Matthias D'hooghe、Mark Boelens、Johan Piqueur、Norbert De Kimpe

  DOI：10.1039/b703147e

  日期：——

  olefinic bond of gamma,delta-unsaturated aldehydes underwent a net aziridination through electrophile-induced cyclization and subsequent rearrangement of the resulting cyclic iminium salts: this methodology allows the stereospecific introduction of aziridine moieties into cyclic systems.

  γ，δ-不饱和醛的烯键通过亲电试剂诱导的环化反应和随后的重排环状亚胺盐进行净叠氮化：这种方法可以将氮丙啶部分立体定向引入到循环系统中。
• Latent, high-activity olefin metathesis catalysts containing an N-heterocyclic carbene ligand
  申请人：Ung Thay

  公开号：US20050261451A1

  公开（公告）日：2005-11-24

  The invention provides novel organometallic complexes useful as olefin metathesis catalysts. The complexes have an N-heterocyclic carbene ligand and a chelating carbene ligand associated with a Group 8 transition metal center. The molecular structure of the complexes can be altered so as to provide a substantial latency period. The complexes are particularly useful in catalyzing ring closing metathesis of acyclic olefins and ring opening metathesis polymerization of cyclic olefins.

  本发明提供了一种新的有机金属配合物，可用作烯烃转化催化剂。该配合物具有N-杂环卡宾配体和与第8族过渡金属中心相关的螯合卡宾配体。可以改变配合物的分子结构，从而提供实质性的潜伏期。该配合物在催化非环烯烃的环闭合重排和环烯烃的环开启重排聚合方面特别有用。
• Boron(III) bromide-induced ring contraction of 3-oxygenated piperidines to 2-(bromomethyl)pyrrolidines
  作者：Kourosch Abbaspour Tehrani、Kris Van Syngel、Mark Boelens、Jan Contreras、Norbert De Kimpe、David W Knight

  DOI：10.1016/s0040-4039(00)00191-x

  日期：2000.4

  3-Methoxypiperidines were converted into 2-(bromomethyl)pyrrolidines by reaction with boron(III) bromide in dichloromethane. This reaction proceeds via an intermediate bicyclic aziridinium ion and features a rare conversion of piperidines into pyrrolidines. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Synthesis of 2,5-difunctionalised-3,3-dimethylpiperidines via ω-halogenated imines
  作者：Christian V Stevens、Maria Peristeropoulou、Norbert De Kimpe

  DOI：10.1016/s0040-4020(01)00762-1

  日期：2001.9

  2,5-Difunctionalised-3,3-dimethylpiperidines were prepared by addition of nucleophiles to piperideinium salts, formed by electrophile-induced cyclisation of gamma,delta -unsaturated imines with N-bromosuccinimide in alcoholic medium. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Reduction of 5-(bromomethyl)-1-pyrrolinium bromides to 2-(bromomethyl)pyrrolidines and their transformation into piperidin-3-ones through an unprecedented ring expansion-oxidation protocol
  作者：Matthias D’hooghe、Jan Baele、Jan Contreras、Mark Boelens、Norbert De Kimpe

  DOI：10.1016/j.tetlet.2008.07.112

  日期：2008.10

  3,3-Dialkyl-5-(bromomethyl)-1-pyrrolinium bromides, prepared via bromocyclization of N-(2,2-dialkyl-4-pentenylidene)amines by means of bromine in dichloromethane, were reduced to 4,4-dialkyl-2-(bromomethyl)pyrrolidines for the first time using borane dimethyl sulfide in dichloromethane. Furthermore, the latter 2-(bromomethyl)pyrrolidines were transformed into the corresponding piperidin-3-ones through an unprecedented ring expansion-oxidation protocol in dimethylsulfoxide in the presence potassium carbonate. Reduction of 5,5-dialkylpiperidin-3-ones by means of sodium borohydride in methanol afforded 5,5-dialkyl-3-hydroxypiperidines in good yields. (C) 2008 Elsevier Ltd. All rights reserved.