| 507446-39-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 507446-39-1
• 化学式: C₁₈H₁₅AsCuI
• 分子量: 496.689
• InChiKey: MGLUXEBUXBSIOP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  copper(l) iodide 、 三苯胂 以 乙腈 为溶剂， 以87%的产率得到
  参考文献：
  名称：

  Quantitative Evaluation of the Factors Contributing to the “Copper Effect” in the Stille Reaction

  摘要：

  The relative importance of the factors contributing to the accelerating effect of CuI on [PdL4]-catalyzed couplings of (RI)-I-1 and (RSnBu3)-Sn-2 (copper effect) has been quantitatively evaluated in THF for R-1 = 3,5-C6Cl2F3; R-2 = vinyl, C6H4-4-OMe; L = AsPh3, PPh3, using spectroscopic and kinetic methods. The F-19 NMR kinetic data show that the rate enhancement produced by addition of CuI is strongly related with the "autoretardation" effect intrinsic to [PdL4] catalysts and is almost independent of the organotin reagent (vinyl, aryl). The "autoretardation" is due to the release of 2 equiv of L during the oxidation of [PdL4] to yield trans-[(PdRIL2)-I-1], which is the species undergoing transmetalation. CuI does not promote the dissociation of L from trans- [(PdRIL2)-I-1], but it captures part of the free neutral ligand L and therefore mitigates the autoretardation produced by the presence of free L on the rate-determining associative transmetalation. In the conditions studied (Pd:Cu = 1:2; T = 322.6 K; THF as solvent), for L = AsPh3 the CuI added captures about 25% of the free AsPh3 and the copper effect compensates only ca. 1% of the autoretardation, whereas for L = PPh3 the CuI captures about 99% of the free PPh3 and the compensation is about 30%. This remarkable variation is caused by the combined effect of two independent factors: W The catalyst [Pd-(PPh3)](4) is more autoretarded than [Pd(AsPh3)(4)]; and (ii) CuI is a more effective scavenger for PPh3 than for AsPh3.

  DOI：

  10.1021/om020896b

文献信息

• Synthesis and study of mixed ligand monomer Cu(I) compounds with CuAs bonds. Crystal and molecular structure of bis(triphenylarsine)-(2-thioxohexamethyleneimine)copper(I) bromide
  作者：P. Karagiannidis、P. Akrivos、A. Aubry、S. Skoulika

  DOI：10.1016/s0020-1693(00)80921-4

  日期：1991.10

  A new series of mixed ligand coordination compounds with Cu-As bonds is synthesized by the reaction of Cu(AsPh3)3X, where X = Cl, Br, or [Cu(AsPh3)I]4 with 2-thioxohexamethyleneimine (omega-thiocaprolactam, tclH) in acetone or by the addition of triphenylarsine to Cu(tclH)2X in methanol/chloroform. The products of both reactions are formulated as Cu(tclH)(AsPh3)2X, on the basis of their elemental analyses, IR, H-1 NMR and UV-Vis spectral data. The crystal structure of the bromo compound is reported and discussed with respect to that of Cu(tclH)2(AsPh3)Br. The compound crystallizes in the monoclinic space group C2/c, with a = 41.981(8), b = 9.961(2), c = 19.087(2), angstrom, beta = 101.09(1)-degrees, 8 discrete molecules being present in the unit cell. The copper environment is a distorted tetrahedron, with two inequal Cu-As bonds, which are 2.411(2) and 2.372(2) angstrom, respectively. The Cu-Br and Cu-S bond lengths are equal to 2.456(3) and 2.313(4) angstrom, respectively, while the bond angles around copper vary from 104.4(0)-degrees for As1-Cu-S to 116.1(1)-degrees for As1-Cu-As2.