5-vinylquinoxaline | 905594-74-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-vinylquinoxaline
• 英文别名: 5-ethenylquinoxaline
• CAS: 905594-74-3
• 化学式: C₁₀H₈N₂
• 分子量: 156.187
• InChiKey: NGUXKHULVZWMAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 5-vinylquinoxaline 在 copper(l) chloride 作用下， 以 二氯甲烷 为溶剂， 以72%的产率得到
  参考文献：
  名称：

  Structure and Activity Peculiarities of Ruthenium Quinoline and Quinoxaline Complexes:  Novel Metathesis Catalysts

  摘要：

  Novel metathesis catalysts that are derivatives of 8-vinylquinoline, (H(2)IMes)(Cl)(2)Ru(CH-kappa(2)(C,N)-8-C9H6N) (1a; H(2)IMes = 1,3-dimesityl-4,5-dihydroimidzol-2-ylidene), and 5-vinylquinoxaline, (H(2)IMes)-( Cl)(2)Ru(CH-kappa(2)(C,N)-5-C8H5N2)(2a), which possess five-membered chelate rings, were synthesized in ligand exchange reactions with (H(2)IMes)(PCy3)(Cl)(2)Ru=CHPh. Both 1a and 2a are formed as complexes with the trans-dichloro geometry common for Grubbs-type complexes, while on prolonged storage in dichloromethane they isomerize to the thermodynamically favored cis-dichloro isomers (1b and 2b, respectively). The structures of compounds 1a, b were confirmed by X-ray analysis. The kinetics of trans to cis isomerization were measured by H-1 NMR to give the rate constants k(1a -> 1b) = 3.2 x 10(-2) h(-1) and k(2a -> 2b) = 5.5 x 10(-3) h(-1) in dichloromethane-d(2) at 23 degrees C. Investigations of the relative activities of these catalysts in model RCM and enyne reactions showed that catalyst 1a was faster than 1b (and 2a faster than 2b) but that 2a was faster than 1a.

  DOI：

  10.1021/om060091u

文献信息

• CATALYSTS FOR EFFICIENT Z-SELECTIVE METATHESIS
  申请人：Trustees of Boston College

  公开号：US20140371454A1

  公开（公告）日：2014-12-18

  The present application provides, among other things, compounds and methods for metathesis reactions. In some embodiments, provided compounds promote highly efficient and highly Z-selective metathesis. In some embodiments, provided compounds and methods are particularly useful for producing allyl alcohols. In some embodiments, provided compounds have the structure of formula I. In some embodiments, provided compounds comprise ruthenium, and a ligand bonded to ruthenium through a sulfur atom.

  本申请提供了化合物和用于交换反应的方法，其中所提供的化合物在某些实施方式中促进高效和高度Z-选择性的交换反应。在某些实施方式中，所提供的化合物和方法特别适用于生产烯丙醇。在某些实施方式中，所提供的化合物具有式I的结构。在某些实施方式中，所提供的化合物包含钌，并且与钌通过硫原子结合的配体。
• Complex of Ruthenium and Osmium, Method of Production Thereof and Use Thereof As (Pre)Catalysts of the Metathesis Reaction
  申请人：Grela Karol

  公开号：US20100174068A1

  公开（公告）日：2010-07-08

  Complexes of ruthenium and osmium according to the invention are represented by formula (1), in which M denotes ruthenium or osmium, L denotes a neutral ligand selected from the group comprising amines, imines, phosphines (preferably stilbines, arsines, alcohols, thiols, ethers and thioethers or an N-heterocyclic carbene (NHC) ligand). The compounds of formula (1) occur in the form of two isomers: trans and cis. The method of production of complexes of ruthenium and osmium of formula (1) according to the invention is based on reacting an intermediate of formula (5) with a carbene complex of ruthenium or osmium. The invention also relates to the use of the complexes according to the invention for carrying out metathesis reactions.
• Complexes of Ruthenium, Method of Production Thereof And Use Thereof As (Pre)Catalysts of the Metathesis Reaction
  申请人：GRELA Karol

  公开号：US20130079515A1

  公开（公告）日：2013-03-28

  The present invention provides ruthenium complexes of the formula wherein: X and X′ denote an anionic ligand selected independently from the group consisting of anions of halogens, the phenolate anion (C 6 H 5 O − ) the perfluorophenolate anion (C 6 F 5 O − ), and residues of arylcarboxylic, alkylcarboxylic, perfluoroalkylcarboxylic, alkylsulphonic, arylsulphonic, or perfluoroalkylsulphonic acids; A denotes either nitrogen or carbon with an R 5 group; R 1 denotes hydrogen, C 1 -C 5 alkyl, C 2 -C 5 alkene or C 3 -C 7 cycloalkyl; and R 2 , R 3 , R 4 , R 5 , R 6 , R 7 denote independently hydrogen, C 1 -C 25 alkyl, C 1 -C 25 perfluoroalkyl, C 5 -C 24 aryl, C 2 -C 25 alkene, C 3 -C 7 cycloalkyl, nitro (—NO 2 ), cyano (—CN), formyl (—CHO), carboxyl (—COOH), or an ester (—COOR″), sulphone (—SO 2 R″), sulphonamide (—SO 2 NR″ 2 ), or ketone (—COR″) group, in which R″ is a C 1 -C 5 alkyl, C 1 -C 5 perfluoroalkyl, or C 5 -C 24 aryl group. The invention also provides methods for producing the inventive ruthenium complexes and the use of the complexes for carrying out metathesis reactions.
• US8318965B2
  申请人：——

  公开号：US8318965B2

  公开（公告）日：2012-11-27
• US8658796B2
  申请人：——

  公开号：US8658796B2

  公开（公告）日：2014-02-25