cyclohexylmethyl cyclopentanecarboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: cyclohexylmethyl cyclopentanecarboxylate
• 英文别名: Cyclohexylmethyl cyclopentanecarboxylate
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: OGHVXEIFOUIYSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙戊酸相关物质A 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 4-二甲氨基吡啶 、 palladium 10% on activated carbon 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 40.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 生成 cyclohexylmethyl cyclopentanecarboxylate
  参考文献：
  名称：

  以甲酸为氢源的选择性和官能团耐受的钌催化烯烃复分解/转移加氢串联序列

  摘要：

  描述了利用甲酸作为氢供体的钌催化的烯烃的转移氢化。市售的亚烷基钌络合物的应用打开了在串联催化条件下烯烃复分解/转移氢化序列中有吸引力的C（sp3）-C（sp3）键形成的途径。所开发方法的高化学选择性为在温和的反应条件下还原各种官能化的烯烃提供了出色的合成工具。所开发的方法学用于药物戊氧基维林和苯环戊烷的正式合成。

  DOI：

  10.1021/acs.joc.7b02468

文献信息

• Mixed Imidazolin-2-iminato–Cp* Thorium(IV) Complexes: Synthesis and Reactivity Toward Oxygen-Containing Substrates
  作者：Isabell S. R. Karmel、Natalia Fridman、Matthias Tamm、Moris S. Eisen

  DOI：10.1021/acs.organomet.5b00273

  日期：2015.6.22

  The mixed pentamethylcyclopentadienyl thorium(IV) imidazolin-2-iminato complexes Cp*Th-2(Im(Dipp)N)(Me) (2) and Cp*Th-2(Im(Mes)N)(Me) (3) were synthesized in quantitative yields via rapid protonolysis of Cp*Th-2(Me)(2) (1) with the respective neutral imidazolin-2-iminato ligand Im(R)NH. Cp*Th-2(Im(Dipp)N)(Me) (2) and Cp*Th-2(Im(Mes)N)(Me) (3) display short ThN bond lengths and large ThNC angles. The reactivity of complex 2 and 3 toward oxygen-containing substrates was studied, and the catalytic activity of 2 was compared to the dimethyl (bispentamethylcyclopentadienyl) thorium complex 1. Complex 2 was applied in the catalytic Tishchenko reaction with aromatic, heteroaromatic, and branched aliphatic aldehydes, displaying a higher catalytic activity than Cp*Th-2(Me)(2) and Cp*2Th(Im(Mes)N)(Me). Furthermore, 2 was applied as a catalyst in the crossed Tishchenko reaction and in the oligomerization of bis(aldehydes), as well as in the ring-opening polymerization of e-caprolactone. In all reactions, the activity of Cp*Th-2(Im(Dipp)N)(Me) (2) and Cp*Th-2(Im(Mes)N)(Me) (3) was higher than that observed for Cp*Th-2(Me)(2) (1), which can be attributed to the increased electron density introduced by the coordination of the imidazolin-2-iminato ligand.
• A Selective and Functional Group-Tolerant Ruthenium-Catalyzed Olefin Metathesis/Transfer Hydrogenation Tandem Sequence Using Formic Acid as Hydrogen Source
  作者：Grzegorz K. Zieliński、Jarosława Majtczak、Maciej Gutowski、Karol Grela

  DOI：10.1021/acs.joc.7b02468

  日期：2018.3.2

  A ruthenium-catalyzed transfer hydrogenation of olefins utilizing formic acid as a hydrogen donor is described. The application of commercially available alkylidene ruthenium complexes opens access to attractive C(sp3)-C(sp3) bond formation in an olefin metathesis/transfer hydrogenation sequence under tandem catalysis conditions. High chemoselectivity of the developed methodology provides a remarkable

  描述了利用甲酸作为氢供体的钌催化的烯烃的转移氢化。市售的亚烷基钌络合物的应用打开了在串联催化条件下烯烃复分解/转移氢化序列中有吸引力的C（sp3）-C（sp3）键形成的途径。所开发方法的高化学选择性为在温和的反应条件下还原各种官能化的烯烃提供了出色的合成工具。所开发的方法学用于药物戊氧基维林和苯环戊烷的正式合成。