4-(1,4-cyclohexadien-1-yl)-1-butanol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(1,4-cyclohexadien-1-yl)-1-butanol
• 英文别名: 4-(cyclohexa-1,4-dienyl)butan-1-ol；4-(cyclohexa-1,4-dienyl)butanol；4'-(1,4-dihydrophenyl)butanol；4-cyclohexa-1,4-dien-1-ylbutan-1-ol
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: QUBPGTNRIJGDFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(1,4-cyclohexadien-1-yl)-1-butanol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到4-(cyclohexa-1,4-dienyl)butanal
  参考文献：
  名称：

  An Investigation into the Tether Length and Substitution Pattern of Arene-Substituted Complexes for Asymmetric Transfer Hydrogenation of Ketones

  摘要：

  A series of Ru(II) catalysts were prepared and tested in the asymmetric transfer hydrogenation of ketones. The catalyst containing a "4-carbon" tether gave the fastest rates of ketone reduction. This is due to both increased rate of regeneration of hydride "Ru-H" and increased rate of ketone reduction. Several classes of ketone were reduced in enantiomeric excesses of up to 97%. Substituents on the arene ring of the catalyst influence the reaction rate and enantioselectivity.

  DOI：

  10.1021/ol702226j
• 作为产物：
  描述：

  4-苯基丁醇 在 lithium 作用下， 以 乙醇 、 氨 为溶剂， 以98.3%的产率得到4-(1,4-cyclohexadien-1-yl)-1-butanol
  参考文献：
  名称：

  R2NSO2DPEN-（CH2）n（η6-芳基）共轭配体的ansa-钌（II）配合物，用于芳基酮的不对称转移加氢

  摘要：

  新3次代设计师柄-钌（II）络合物配Ñ，Ç -亚烷基-拴系的Ñ，Ñ -dialkylsulfamoyl-DPEN /η 6个-arene配体，在各种类的不对称转移氢化（ATH）显示出良好的催化性能甲酸/三乙胺混合物中的（杂）芳基酮。特别是，在低催化剂负载下，苯并稠合的环状酮可提供98至99.9％ee的ee。

  DOI：

  10.1002/adsc.201500288

文献信息

• Thiophenolato-bridged dinuclear arene ruthenium complexes: a new family of highly cytotoxic anticancer agents
  作者：Michaël Gras、Bruno Therrien、Georg Süss-Fink、Olivier Zava、Paul J. Dyson

  DOI：10.1039/c0dt00887g

  日期：——

  [(arene)2Ru2(SPh)3]+, arene being C6H6, p-iPrC6H4Me, C6Me6, C6H5R, where R = (CH2)nOC(O)C6H4-p-O(CH2)6CH3 or (CH2)nOC(O)CHCHC6H4-p-OCH3 and n = 2 or 4, are obtained from the reaction of the corresponding precursor [(arene)RuCl2]2 and thiophenol and isolated as their chloride salts. The complexes have been fully characterised by spectroscopic methods and the solid state structure of [(C6H6)2Ru2(SPh)3]+, crystallised

  新阳离子 钌 类型的复合体 [（芳烃）2 Ru 2（SPh）3 ] +，芳烃为C 6 H 6，p - i PrC 6 H 4 Me，C 6 Me 6，C 6 H 5 R，其中R =（CH 2）n OC（O）C 6 H 4 - p -O（CH 2）6 CH 3或（CH 2）n OC（O）CH CHC 6 H 4 - p -OCH 3和n = 2或4，得自相应前体的反应 [（芳烃）RuCl 2 ] 2 和 苯硫酚并分离为其氯化物盐。该配合物已经通过光谱方法充分表征，并且通过单晶X射线衍射建立了结晶为六氟磷酸盐的[（C 6 H 6）2 Ru 2（SPh）3 ] +的固态结构。该复合物对人卵巢癌细胞（细胞系A2780和A2780cisR）具有高度细胞毒性，IC 50值在亚微摩尔范围内。比较而言三羟硫酚化合物[（芳烃）2 Ru 2（S- p -C 6 H 4 OH）3 ] Cl（IC 50值约为10
• Medicaments Based on Dinuclear Ruthenium, Osmium and Iron Complexes Comprising Triply Bridging Thiolato, Selenolato, Alkoxo and/or Amido Ligands
  申请人：Université de Neuchâtel

  公开号：EP2409697A1

  公开（公告）日：2012-01-25

  The present invention provides new complexes and medicaments based on dinuclear ruthenium, osmium and iron complexes comprising triply bridging thiolato, selenolato, alkoxo and/or amido ligands. The complexes preferably comprise a M2X3 core, in which M is a metal atom selected from Ru, Os and Fe and each one of said three X is independently selected from said bridging ligands, with the proviso that at least one ligand comprises a substituted or unsubstituted phenyl moiety.

  本发明提供了基于二核钌、锇和铁配合物的新型配合物和药物，这些配合物包含三桥硫醇配位体、硒醇配位体、烷氧基配位体和/或氨基配位体。这些配合物最好包含一个 M2X3 核心，其中 M 是选自 Ru、Os 和 Fe 的金属原子，上述三个 X 中的每一个都独立地选自上述桥接配体，但至少有一个配体包含取代或未取代的苯基。
• Synthesis and Catalytic Applications of an Extended Range of Tethered Ruthenium(II)/η⁶-Arene/Diamine Complexes
  作者：Roy Hodgkinson、Václav Jurčík、Antonio Zanotti-Gerosa、Hans Günter Nedden、Andrew Blackaby、Guy J. Clarkson、Martin Wills

  DOI：10.1021/om500788t

  日期：2014.10.13

  A series of novel enantiopure Ru(II) complexes containing a chiral diamine and eta(6)-arene connected by a tethering group have been prepared and were evaluated in the asymmetric reductions of a range of ketones. Changes to the level of steric hindrance and the addition of an electron withdrawing functionality on the sulfonyl group have a significant effect on the reactivity and enantioselectivity of the catalysts.
• η6-Arene complexes of ruthenium and osmium with pendant donor functionalities
  作者：Thomas Reiner、Markus Waibel、Alexander N. Marziale、Dominik Jantke、Florian J. Kiefer、Thomas F. Fässler、Jörg Eppinger

  DOI：10.1016/j.jorganchem.2010.08.008

  日期：2010.11

  Conversion of 4'-(2,5-dihydrophenyl)butanol or N-trifluoroacetyl-2,5-dihydrobenzylamine with MCl3 center dot nH(2)O (M-Ru, Os) affords the corresponding dimeric eta(6)-arene complexes in good to excellent yields. Under similar reaction conditions, the amine functionalized arene precursor 2,5-dihydrobenzylamine yields the corresponding Ru(II) complex. For osmium, HCl induced oxidation leads to formation of [OsCl6](2-) salts. However, under optimized reaction conditions, conversion of the precursor 2,5-dihydrobenzylamine chloride results in clean formation of eta(6)-arene Os(II) complex. X-ray structures of [(eta(6)-benzyl ammonium)(dmso) RuCl2] and (2,5-dihydrobenzyl ammonium) 4[OsCl6](2)confirm the spectroscopic data. High stability towards air and acid as well as enhanced solubility in water is observed for all eta(6)-arene complexes. (C) 2010 Elsevier B.V. All rights reserved.
• MEDICAMENTS BASED ON DINUCLEAR ARENE RUTHENIUM COMPLEXES COMPRISING BRIDGING THIOLATO, SELENOLATO OR ALKOXO LIGANDS
  申请人：Université de Neuchâtel

  公开号：EP2595622A1

  公开（公告）日：2013-05-29