1-Pyrrolidinyl-1-cyclohexen-hydroperchlorat | 18448-30-1

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: 1-Pyrrolidinyl-1-cyclohexen-hydroperchlorat
• 英文别名: 1-cyclohexylidenepyrrolidinium perchlorate；N-cyclohexylidenepyrrolidinium perchlorate；1-Cyclohexenyl-N-pyrrolidinium-perchlorat；N-Cyclohexyliden-pyrrolidinium Perchlorat；N-Cyclohexyliden-pyrrolidinium-perchlorat；Agn-PC-0NI5YR；1-cyclohexylidenepyrrolidin-1-ium;perchlorate
• CAS: 18448-30-1
• 化学式: C₁₀H₁₈N*ClO₄
• 分子量: 251.71
• InChiKey: RYXYXRHMQJZABN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.56
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  77.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Pyrrolidinyl-1-cyclohexen-hydroperchlorat 在 二氢吡啶 作用下， 以 乙腈 为溶剂， 以100%的产率得到1-环己基吡咯烷
  参考文献：
  名称：

  Pandit, U. K., Bulletin des Societes Chimiques Belges, 1986, vol. 95, # 11, p. 987 - 994

  摘要：

  DOI：
• 作为产物：
  描述：

  1-吡咯烷-1-环己烯 、 高氯酸 生成 1-Pyrrolidinyl-1-cyclohexen-hydroperchlorat
  参考文献：
  名称：

  PELLACANI, L.;PULCINI, P.;TARDELLA, P. A., J. ORG. CHEM., 1982, 47, N 25, 5023-5025

  摘要：

  DOI：

文献信息

• How Small Amounts of Impurities Are Sufficient to Catalyze the Interconversion of Carbonyl Compounds and Iminium Ions, or Is There a Metathesis through 1,3-Oxazetidinium Ions? Experiments, Speculations, and Calculations
  作者：Dieter Seebach、Tomohiro Yoshinari、Albert K. Beck、Marc-Olivier Ebert、Alejandro Castro-Alvarez、Jaume Vilarrasa、Markus Reiher

  DOI：10.1002/hlca.201400221

  日期：2014.9

  (Fig. 5). We speculated that an interconversion between iminium and carbonyl species might occur in the absence of H2O or other impurities, i.e., formally a metathesis through 1,3‐oxazetidinium ions (Schemes 2 and 3). A theoretical investigation with various DFT methods, ranging all the way to CCSD(T)/aug‐cc‐pVTZ//MP2/def2‐QZVPP, shows (Figs. 8–11) that oxazetidinium ions are stable species (more or less

  在“最佳无水”条件下，我们能够实现，由脯氨酸和新戊醛（或环己酮）衍生的双环恶唑烷酮与（D 6）DMSO和（D 6）苯中添加的羰基化合物平衡。使用（18 O）环己酮时，未观察到标记掺入1,3-恶唑烷酮环中（原位NMR研究；图1、3和4）。由于亚胺基羧酸盐的两性离子可能参与该过程，因此我们还研究了N-异亚丙基-吡咯烷鎓高氯酸盐与环己酮在无水CDCl 3中的反应（图5）。）。我们推测，在不存在H 2 O或其他杂质的情况下，亚胺盐和羰基物质之间可能会发生相互转化，即通过1,3-氧杂氮杂鎓离子形式的复分解（方案2和3）。的理论探讨各种DFT方法，测距一路CCSD（T）/ AUG-CC-pVTZ // MP2 / DEF2-QZVPP，示出了（图8。 - 11），该oxazetidinium离子是稳定物质（或多或少球菌（与亚胺离子+羰基系统反应物充满能量），但是导致这些阳离子的过渡态能量太高，无法在室
• Efficient Co(ii) heterogeneously catalysed synthesis of α-aminonitriles at room temperature via Strecker-type reactions
  作者：Fatemeh Rajabi、Sara Ghiassian、Mohammad Reza Saidi

  DOI：10.1039/c0gc00047g

  日期：——

  An environmentally friendly and highly active mesoporous Co(II) complex on mesoporous SBA-15 material could be used as an easily recoverable catalyst for the synthesis of α-aminonitriles from a wide range of aldehydes/ketones and primary or secondary amines with good to excellent conversions yields at room temperature under solventless conditions. The catalyst can be recovered by simple filtration and could be reused at least 10 times without loss of catalytic activity.

  一种环境友好且活性高的介孔Co(II)配合物负载于介孔SBA-15材料上，可作为易于回收的催化剂，用于在无溶剂条件下室温下从广泛范围的醛/酮和伯或仲胺合成α-氨基腈，并具有优良至极佳的转化产率。通过简单过滤即可回收该催化剂，并且至少可重复使用10次而不会损失其催化活性。
• Heterogeneously catalysed Strecker-type reactions using supported Co(ii) catalysts: microwave vs. conventional heating
  作者：Fatemeh Rajabi、Saghar Nourian、Sara Ghiassian、Alina M. Balu、Mohammad Reza Saidi、Juan Carlos Serrano-Ruiz、Rafael Luque

  DOI：10.1039/c1gc15741h

  日期：——

  α-aminonitriles could be efficiently prepared from various aldehydes/ketones and primary or secondary amines using a highly active and stable Co(II) complex supported on different mesoporous supports at both room temperature and low temperature microwave irradiation under solventless conditions. Catalysts were also highly reusable under the investigated reaction conditions and could be reused at least 10 times

  各种α-氨基腈可以有效地由各种方法制备 醛类/酮类 和主要或 仲胺使用无溶剂条件下在室温和低温微波辐射下负载在不同介孔载体上的高活性和稳定的Co（II）配合物。催化剂类 在所研究的反应条件下，它们也是高度可重复使用的，并且可以重复使用至少10次，而不会损失催化活性。
• One-Pot Preparation of Ternary and Quaternary Iminium Salts from Aldehydes and Ketones
  作者：Shahrokh Saba、Diane Vrkic、Clair Cascella、Ida DaSilva、Kristine Carta、Adeline Kojtari

  DOI：10.3184/030823408x338387

  日期：2008.6

  high-yielding, one-step procedure is described for the preparation of a wide range of stable iminium salts by direct combination of an aldehyde or a ketone with a secondary free amine in the presence of an ammonium salt. The broad scope of the method is illustrated by the preparation of iminium ions derived from aldehydes, cyclic/acyclic ketones, and cyclic/acyclic secondary amines.

  描述了一种简便、高产的一步法，用于在铵盐存在下通过醛或酮与游离仲胺的直接组合来制备范围广泛的稳定亚胺盐。该方法的广泛范围通过制备衍生自醛、环状/无环酮和环状/无环仲胺的亚胺离子来说明。
• Reactions of Diazo Compounds with Imines. Preliminary communication
  作者：Mary Moran、Gérald Bernardinelli、Paul Müller

  DOI：10.1002/hlca.19950780813

  日期：1995.12.13

  The [Rh2(OAc)4]-catalyzed addition of methyl diazoacetate to N-benzylideneaniline (1a) afforded the imine cis-2 in 35% yield. Under catalysis by chiral RhII catalysts, however, only racemic 1a was produced, and the yield was low. In the presence of dimethyl maleate, aziridine formation was suppressed, and an intermediate ylide 6 was trapped as cycloadduct 7. No aziridines were obtained, however, from

  所述的[Rh 2（OAc）4 ] -催化的加成甲基重氮基乙酸酯到的Ñ -benzylideneaniline（1A，得到亚胺）的顺式- 2，35％收率。然而，在手性Rh II催化剂的催化下，仅产生外消旋体1a，且收率低。在马来酸二甲酯的存在下，氮丙啶的形成被抑制，并且中间的叶立德6被捕获为环加合物7。然而，从1b，1c和3没有获得氮丙啶。亚胺盐8在[Rh]不存在的情况下与（三甲基甲硅烷基）重氮甲烷反应2（OAc）4 ]通过偶极环加成，然后将N 2挤出成10。