dicyclohexylzinc(II) | 15658-08-9

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: dicyclohexylzinc(II)
• 英文别名: dicyclohexylzinc
• CAS: 15658-08-9
• 化学式: C₁₂H₂₂Zn
• 分子量: 231.697
• InChiKey: NFBPCQSTZITERU-UHFFFAOYSA-N

物化性质

• 密度：
  0.756 g/mL at 25 °C
• 闪点：
  -30℃

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  dicyclohexylzinc(II) 在 水 、 polyvinylpyrrolidone 作用下， 以 further solvent(s) 为溶剂， 以30%的产率得到锌
  参考文献：
  名称：

  Synthesis and characterization of monodisperse zinc and zinc oxide nanoparticles from the organometallic precursor [Zn(C6H11)2]

  摘要：

  Decomposition of the organometallic precursor [Zn(C6H11)(2)] in wet anisole leads to the formation of monodisperse spherical Zn particles of 6 nm mean diameter. High resolution electron microscopy (HRTEM) indicates the crystalline nature of these particles and photoelectron studies (XPS) are consistent with the presence of both zinc and zinc oxide. In the presence of polyvinylpyrolidone (PVP), the decomposition leads to well dispersed nanoparticles for which HRTEM studies evidenced the presence of hexagonal zinc (0) surrounded by a thin layer of hexagonal zinc oxide of wurtzite type. The thermal oxidation of these zinc nanoparticles yields well-crystallized nanoparticles of ZnO without coalescence or size change. An X-ray diffraction pattern shows that the powder consists of pure hexagonal wurtzite-type phase. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01378-x
• 作为产物：
  描述：

  溴代环己烷 以100%的产率得到
  参考文献：
  名称：

  PETRIER, CH.;LUCHE, J. -L.;DUPUY, C., TETRAHEDRON LETT., 1984, 25, N 32, 3463-3466

  摘要：

  DOI：

文献信息

• Access to 2-Aminopyridines - Compounds of Great Biological and Chemical Significance
  作者：Jeanne L. Bolliger、Miriam Oberholzer、Christian M. Frech

  DOI：10.1002/adsc.201000942

  日期：2011.4.18

  products, medicinally important compounds, and organic materials and thus, extremely valuable synthetic targets. The few reported 6‐substituted 2‐aminopyridines and the lack of flexible, efficient and general applicable methods for their synthesis demonstrates the urgent need of new methods for their preparation. Reactions between 2,6‐dibromopyridine and primary or secondary, cyclic or acyclic, and aliphatic

  2-氨基吡啶是生物活性天然产物，重要医学化合物和有机材料的关键结构核心，因此，它们是非常有价值的合成靶标。少数报道的6-取代的2-氨基吡啶和缺乏灵活，有效和通用的合成方法表明了对制备其新方法的迫切需要。2,6-二溴吡啶和伯或仲的，环状或无环的，以及脂族或芳族胺之间的反应进行了示出，以选择性地得到相应的6-溴吡啶-2-胺在非常高的产率，其被成功地用作今后的C基板 Ç交叉偶联反应。最近推出的二氯双[1-（二环己基膦酰基）哌啶]钯（1）用作6-溴吡啶-2-胺与芳基硼酸，二芳基和二烷基锌试剂或烯烃的交叉偶联催化剂，因此，也是此类底物的出色的CC交叉偶联催化剂。而且，所提出的所有反应方案均在均匀应用的每种催化剂中使用。胺化反应和交叉偶联反应的范围都得到了很好的定义，可以使反应方案直接直接适用于其他胺和/或偶联伙伴，因此首次提供了非常灵活且普遍适用的反应方案获得2-氨基吡啶。
• Catalytic Enantioselective Addition of Diorganozinc Reagents to Vinyl Sulfones
  作者：Jean-Nicolas Desrosiers、William S. Bechara、André B. Charette

  DOI：10.1021/ol800747v

  日期：2008.6.5

  An efficient method for the catalytic asymmetric conjugate addition of diorganozinc reagents to vinyl sulfones is reported. Using a Binap*Cu complex, enantioselectivities up to 98% ee and high yields can be attained for a variety of substrates. Several dialkylzinc reagents are also compatible with this procedure.

  报道了一种将二有机锌试剂催化不对称共轭加成到乙烯基砜中的有效方法。使用Binap * Cu络合物，对于多种底物，可实现高达98％ee的对映选择性和高收率。几种二烷基锌试剂也与此程序兼容。
• Electrophilic amination of organozinc reagents with acetone O-(2,4,6-trimethylphenylsulfonyl)oxime and O-methylhydroxylamine
  作者：Ender Erdik、Tahir Daşkapan

  DOI：10.1039/a906093f

  日期：——

  Reaction of diorganozincs and triorganozincates with acetone O-(2,4,6-trimethylphenylsulfonyl)oxime or O-methylhydroxylamine in the presence of CuCN provides a new one-flask method for electrophilic amination of organozinc reagents. Considering the lithium- or magnesium-to-zinc transmetallation, this method also extends the scope of electrophilic amination of organolithiums and Grignard reagents.

  在有CuCN存在的情况下，二烷基锌和三烷基锌酸盐与丙酮O-(2,4,6-三甲基苯磺酰)肟或O-甲基羟胺的反应，为烷基锌试剂的亲电胺化提供了一种新的单锅法。考虑到锂或镁到锌的转金属作用，这种方法也扩大了有机锂和格氏试剂的亲电胺化范围。
• Diastereoselective Fluorocyclopropanation of Chiral Allylic Alcohols Using an α-Fluoroiodomethylzinc Carbenoid
  作者：Chandrasekhar Navuluri、André B. Charette

  DOI：10.1021/acs.orglett.5b02097

  日期：2015.9.4

  Chiral fluorocyclopropyl carbinols were synthesized in high diastereoselectivities via a zinc mediated cyclopropanation reaction, using sec-allylic alcohols as simple building blocks. An enantioselective version of this transformation was achieved through in situ formation of chiral allylic zinc sec-alkoxides from the requisite aldehydes using Walsh’s protocol.

  使用仲烯丙基醇作为简单的结构单元，通过锌介导的环丙烷化反应，以高非对映选择性合成了手性氟代环丙基甲醇。该转化的对映选择性形式是通过使用沃尔什（Walsh）方案从所需醛中原位形成手性烯丙基仲仲醇盐来实现的。
• Iron-Catalyzed Oxidative Heterocoupling Between Aliphatic and Aromatic Organozinc Reagents: A Novel Pathway for Functionalized Aryl-Alkyl Cross-Coupling Reactions
  作者：Gérard Cahiez、Laura Foulgoc、Alban Moyeux

  DOI：10.1002/anie.200900175

  日期：——

  Aryl–alkyl cross‐coupling products are obtained by the iron‐catalyzed oxidative heterocoupling of organozinc reagents under mild conditions. This novel reaction pathway is versatile, allowing for the use of primary and secondary aliphatic diorganozinc reagents as coupling partners as well as tolerating functionalized aryl‐ and alkylzinc reagents.

  芳基-烷基交叉偶联产物是在温和条件下通过铁催化的有机锌试剂的氧化杂化获得的。这种新颖的反应途径用途广泛，可以使用脂族二有机锌一级和二级脂肪族试剂作为偶联伙伴，并可以耐受官能化的芳基锌和烷基锌试剂。