dichlorobis(dicyclohexylphosphinomethylpyridine)-ruthenium (II) | 1390625-57-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: dichlorobis(dicyclohexylphosphinomethylpyridine)-ruthenium (II)
• 英文别名: dichlorobis(dicyclohexylphosphinomethylpyridine)ruthenium(II)；Dichlororuthenium;dicyclohexyl(pyridin-2-ylmethyl)phosphane；dichlororuthenium;dicyclohexyl(pyridin-2-ylmethyl)phosphane
• CAS: 1390625-57-6；1431877-73-4
• 化学式: C₃₆H₅₆Cl₂N₂P₂Ru
• 分子量: 750.778
• InChiKey: BSVWCAYUMVRWPD-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  12.83
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二环己基氯化膦 在 正丁基锂 、 硼烷四氢呋喃络合物 、 二乙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 61.5h， 生成 dichlorobis(dicyclohexylphosphinomethylpyridine)-ruthenium (II)
  参考文献：
  名称：

  The Dual Role of Ruthenium and Alkali Base Catalysts in Enabling a Conceptually New Shortcut to N-Unsubstituted Pyrroles through Unmasked α-Amino Aldehydes

  摘要：

  A virtually salt-free and straightforward bimolecular assembly giving N-unsubstituted pyrroles through fully unmasked a-amino aldehydes, which was enabled by the dual effects of a catalytic ruthenium complex and an alkali metal base, is reported. Either solvent-free or acceptorless dehydrogenation facilitates high atom, step, and pot economy, which are otherwise difficult to achieve in multistep operations involving protection/deprotection.

  DOI：

  10.1021/ol4001262
• 作为试剂：
  描述：

  频哪酮 、 L-缬氨醇 在 dichlorobis(dicyclohexylphosphinomethylpyridine)-ruthenium (II) 、 potassium tert-butylate 作用下， 以 neat (no solvent) 为溶剂， 反应 24.0h， 以39%的产率得到2-tert-butyl-5-isopropyl-1H-pyrrole
  参考文献：
  名称：

  The Dual Role of Ruthenium and Alkali Base Catalysts in Enabling a Conceptually New Shortcut to N-Unsubstituted Pyrroles through Unmasked α-Amino Aldehydes

  摘要：

  A virtually salt-free and straightforward bimolecular assembly giving N-unsubstituted pyrroles through fully unmasked a-amino aldehydes, which was enabled by the dual effects of a catalytic ruthenium complex and an alkali metal base, is reported. Either solvent-free or acceptorless dehydrogenation facilitates high atom, step, and pot economy, which are otherwise difficult to achieve in multistep operations involving protection/deprotection.

  DOI：

  10.1021/ol4001262

文献信息

• Catalytic hydrogenation of unactivated amides enabled by hydrogenation of catalyst precursor
  作者：Takashi Miura、Ingmar E. Held、Shunsuke Oishi、Masayuki Naruto、Susumu Saito

  DOI：10.1016/j.tetlet.2013.03.047

  日期：2013.5

  A general method for catalytic hydrogenation of unactivated amides was achieved. During the catalyst induction period, a novel structural change was observed involving full hydrogenation of the interior unsaturated bonds of the pyridines of the Ru-containing catalyst precursor. Based on this observation, the mechanism of amide hydrogenation may involve a two-step pathway, wherein the Ru catalyst having an H-Ru-N-H functionality is generated in the first step, followed by the amide carbonyl group interacting with the outer, rather than the inner, sphere of the Ru catalyst. (c) 2013 Elsevier Ltd. All rights reserved.
• The Dual Role of Ruthenium and Alkali Base Catalysts in Enabling a Conceptually New Shortcut to <i>N</i>-Unsubstituted Pyrroles through Unmasked α-Amino Aldehydes
  作者：Kazuki Iida、Takashi Miura、Junki Ando、Susumu Saito

  DOI：10.1021/ol4001262

  日期：2013.4.5

  A virtually salt-free and straightforward bimolecular assembly giving N-unsubstituted pyrroles through fully unmasked a-amino aldehydes, which was enabled by the dual effects of a catalytic ruthenium complex and an alkali metal base, is reported. Either solvent-free or acceptorless dehydrogenation facilitates high atom, step, and pot economy, which are otherwise difficult to achieve in multistep operations involving protection/deprotection.