[D₁]cyclohexane | 26168-37-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: [D₁]cyclohexane
• 英文别名: cyclohexane-d1；deuteriocyclohexane；Deuterio-cyclohexan；Deuterocyclohexane
• CAS: 26168-37-6
• 化学式: C₆H₁₂
• 分子量: 85.1533
• InChiKey: XDTMQSROBMDMFD-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  环己氯化镁 在 重水 作用下， 以 various solvent(s) 为溶剂， 以88%的产率得到[D₁]cyclohexane
  参考文献：
  名称：

  优先结合轴向CH键的rh-环己烷配合物：探讨CH，CD和CC键作为超共轭电子供体的相对能力吗？

  摘要：

  DOI：

  10.1002/anie.200600313
• 作为试剂：
  描述：

  (E)-5-phenyl-2-trimethylsilyl-1,3-pentadiene 在 [D₁]cyclohexane 、 mesitylene 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以30%的产率得到C₁₄H₁₈⁽²⁾H₂Si
  参考文献：
  名称：

  Ruthenium Hydride-Promoted Dienyl Isomerization: Access to Highly Substituted 1,3-Dienes

  摘要：

  Ruthenium hydrides were found to promote the positional isomerization of 1,3-dienes into more highly substituted 1,3-dienes in a stereoconvergent manner. The reaction can be conducted in one pot starting with terminal alkynes and alkenes by triggering decomposition of the Grubbs catalyst into a ruthenium hydride, which promotes the dienyl isomerization. The presence of an alcohol additive plays a helpful role in the reaction, significantly increasing the chemical yields. Mechanistic studies are consistent with hydrometalation of the geminally substituted alkene of the 1,3-diene and transit of the ruthenium atom across the diene framework via a pi-allylruthenium intermediate.

  DOI：

  10.1021/ja4011207

文献信息

• Coordination and Hydrogenation of 1,3-Cyclohexadiene by Niobium and Tantalum Aryl Oxide Compounds:  Relevance to Catalytic Arene Hydrogenation
  作者：Valerie M. Visciglio、Janet R. Clark、Mindy T. Nguyen、Douglas R. Mulford、Phillip E. Fanwick、Ian P. Rothwell

  DOI：10.1021/ja964073n

  日期：1997.4.1

  of the chloro, aryl oxide compounds [M(OC6H3Pri2-2,6)2Cl3]2 (1) and [M(OC6H3Pri2-2,6)3Cl2] (2) (a, M = Nb; b, M = Ta) in the presence of 1,3-cyclohexadiene leads to formation of the η4-cyclohexadiene derivatives [M(OC6H3Pri2-2,6)2Cl(η4-C6H8)] (3) and [M(OC6H3Pri2-2,6)3(η4-C6H8)] (4). Spectroscopic studies of compounds 3 and 4 show in all cases a strongly bound cyclohexadiene ligand which does not readily

  氯、芳基氧化物化合物 [M(OC6H3Pri2-2,6)2Cl3]2 (1) 和 [M(OC6H3Pri2-2,6)3Cl2] (2) 的碳氢化合物溶液的钠汞齐（每 M 2 Na）还原(a, M = Nb; b, M = Ta) 在 1,3-环己二烯存在下导致形成 η4-环己二烯衍生物 [M(OC6H3Pri2-2,6)2Cl(η4-C6H8)] (3)和 [M(OC6H3Pri2-2,6)3(η4-C6H8)] (4)。化合物 3 和 4 的光谱研究在所有情况下都显示出强结合的环己二烯配体，该配体不易被添加的试剂如 PMe2Ph 和环己烯置换 (NMR)。3a 和同晶对 4a 和 4b 的单晶 X 射线衍射分析在所有三种情况下都显示了围绕金属中心的几何形状，最好将其描述为三腿钢琴凳。化合物4a会催化1的歧化，3-环己二烯生成环己烯和苯，以及1,3-环己二烯和环己烯加氢生成环己烷。机理研究清楚地表明，环己烯在
• Surprising Differences of Alkane C‐H Activation Catalyzed by Ruthenium Nanoparticles: Complex Surface‐Substrate Recognition?
  作者：Niels Rothermel、Donia Bouzouita、Tobias Röther、Iker de Rosal、Simon Tricard、Romuald Poteau、Torsten Gutmann、Bruno Chaudret、Hans‐Heinrich Limbach、Gerd Buntkowsky

  DOI：10.1002/cctc.201801022

  日期：2018.10.9

  The activation of C−H bonds of alkanes remains a major challenge for chemistry. In a series of deuteration experiments with D2 in contact with bis‐(diphenylphosphino) butane (dppb) stabilized ruthenium nanoparticles (liquid substrates, 60 °C, 6 bar D2) we have observed a surprisingly large reactivity of cyclopentane as compared to cyclohexane and other alkanes. DFT calculations using a ligand‐free

  烷烃CH键的活化仍然是化学领域的主要挑战。在一系列的氘化实验中，D 2与双（二苯基膦基）丁烷（dppb）稳定的钌纳米颗粒（液体底物，60°C，6 bar D 2）接触，我们观察到环戊烷与环己烷相比具有惊人的大反应活性和其他烷烃。使用不含配体的Ru 13 H 17模型簇作为催化剂的DFT计算表明，作为限速反应步骤，结合的底物的氧化CH裂解。它们还表明环戊烷和环己烷的反应具有相似的结合和活化焓。
• Photocatalytic transfer hydrogenolysis of aryl ethers
  作者：Zhikun Peng、Zhixi Wu、Xiaotong Sun、Hongji Li

  DOI：10.1039/d3gc02338a

  日期：——

  under light irradiation and efficiently catalyzed hydrogen transfer from isopropanol to aryl ethers. The acid mediated the hydrogenation sequence into: hydrogenolysis of aryl C–O bonds > saturation of aryl rings ≫ hydrogenolysis of aliphatic C–O bonds. DFT calculations suggested the aryl ether bond adsorbed on the Pt surface was weakened through protonation. This method delivered 98% yield of aliphatic

  芳基醚极大地影响木质素解聚和木质素产品中的氧含量。裂解芳基醚通常需要苛刻的条件，例如高压氢气和高温。在此，我们开发了一种协同方法，将光催化氢转移与酸催化相结合，在室温下进行二苯醚和芳香族含氧化合物的无H 2氢解。富电子Pt/TiO 2表面在光照射下储存了丰富的氢物质，并有效催化氢从异丙醇转移到芳基醚。酸介导的氢化顺序为：芳基C-O键的氢解>芳环的饱和>脂肪族C-O键的氢解。DFT 计算表明吸附在 Pt 表面的芳基醚键通过质子化而减弱。该方法通过二苯醚裂解产生了 98% 产率的脂肪族单体（73% 环己烷和 25% 环己醇），并在温和条件下将芳香族混合物转化为环烷烃 (57%) 和脂肪醇 (9%)。
• A structural, kinetic and thermodynamic study of the reversible thermal carbon-hydrogen bond activation/reductive elimination of alkanes at iridium
  作者：J. Michael. Buchanan、Jeffrey M. Stryker、Robert G. Bergman

  DOI：10.1021/ja00267a025

  日期：1986.4
• Low-Temperature Hydrogenation of Cyclohexene by Energetic Forms of Hydrogen on the Ni(100) Surface
  作者：Kyung-Ah Son、Manos Mavrikakis、John L. Gland

  DOI：10.1021/j100017a003

  日期：1995.4

  Adsorbed cyclohexene can be hydrogenated at cryogenic temperatures by both incident gas phase atomic hydrogen and desorbing bulk hydrogen in the presence of adsorbed surface hydrogen on a Ni(100) surface. In both cases, no C-C bond activation is observed, and cyclohexane is the only hydrogenated product. Cyclohexene desorbs without significant reaction from the Ni(100) surface in the presence of coadsorbed surface hydrogen. Selective hydrogenation of adsorbed cyclohexene by bulk hydrogen is observed at 178 K in the leading edge of the bulk hydrogen desorption peak. Hydrogenation of adsorbed cyclohexene by gas phase atomic hydrogen is observed below 140 K. Isotope studies of the hydrogenation mechanism suggest that the hydrogenation of adsorbed cyclohexene by gas phase atomic hydrogen is a sequential process with the first hydrogen adding from the gas phase and the second from the surface. The small amount of benzene observed from adsorbed cyclohexene monolayers indicates that gas phase atomic hydrogen also causes some hydrogen abstraction.