CuCl(2,9-di-tert-butyl-1,10-phenanthroline) | 162586-98-3

• 英文名称: CuCl(2,9-di-tert-butyl-1,10-phenanthroline)
• 英文别名: Cu(2,9-di-t-butylphenanthroline)Cl
• CAS: 162586-98-3
• 化学式: C₂₀H₂₄ClCuN₂
• 分子量: 391.423
• InChiKey: AVAMXKRZTGUCEZ-UHFFFAOYSA-M

计算性质

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

• 作为反应物：
  描述：

  CuCl(2,9-di-tert-butyl-1,10-phenanthroline) 、 二苯基膦 以 二氯甲烷 为溶剂， 以62%的产率得到[Cu(2,9-di-t-butylphenanthroline)(PHPh2)(Cl)]
  参考文献：
  名称：

  铜催化二苯膦烷基化中中间体的合成与结构

  摘要：

  开发了用于烷基化二苯膦的Cu（I）催化剂。用螯合配体处理[Cu（NCMe）4 ] [PF 6 ]（1）得到[CuL（NCMe）] [PF 6 ]（2 ; L = MeC（CH 2 PPh 2）3（triphos），3 ; L ＝ 9，9-二甲基-4，5-双（二苯基膦基）氧杂蒽（XantPhos））。这些配合物催化PHPh的烷基化2与物理信道2的Br基NaOSiMe的存在3，得到PPH 2 CH 2 Ph（上4）。前体Cu（dtbp）（X）（dtbp = 2,9-di- t丁基丁基菲咯啉，X = Cl（5）或OTf（6）），CuCl和1也催化了该反应，但dtbp在催化过程中从5和6解离。既2和3 PHPh也催化烷基化2与物理信道2 CL / NaOSiMe 3时被观察到，但解离XANTPHOS 3而使用。当CH 2 Cl 2用作溶剂将PhCH 2 Cl与前体2或3或PhCH（Me）Br与2进行烷基化时，经竞争性烷基化生成PPh

  DOI：

  10.1021/ic100816u
• 作为产物：
  描述：

  2,9-di-tert-butyl-1,10-phenanthroline 、 copper(l) chloride 以 二氯甲烷 为溶剂， 生成 CuCl(2,9-di-tert-butyl-1,10-phenanthroline)
  参考文献：
  名称：

  Synthesis and Characterization of Some Copper(I) Phenanthroline Complexes

  摘要：

  From a series of 2,9-dialkyl-1,10-phenanthrolines 1, complexes of several structures were made with copper(I) chloride. These were examined in detail by H-1 NMR and X-ray crystallography. Those with stoichiometry of two phenanthrolines per copper atom have the well-known structure 2 containing a cation with distorted tetrahedral geometry about the copper atom of the general form [(2,9-dialkyl-1,10-phenanthroline)(2)Cu]Cl-+(-). The alkyl groups of compounds 2 show a marked upfield change in the chemical shift with respect to the Ligands themselves. This is ascribed to an aromatic ring current effect The complexes with 1:1 stoichiometry can have either of two isomeric structures 3 and 4, depending upon the bulk of the alkyl groups in the 2- and 9-positions of the phenanthroline system, how they are prepared, and whether they are in solution or solid phase. Isomer 3, favored with bulky alkyl groups, has the copper atom in a distorted trigonal geometry with coordinated chlorine and does not exhibit the ring-current effect seen in 2. The structures of two of these compounds were determined by X-ray crystallography. Crystals of 3f, 2,9-di-tert-butyl-1,10-phenanthroline CuCl, were tetragonal with space group P4(2)/n and a = 19.700(3) Angstrom, c = 9.680(2) Angstrom, V = 3757(2) Angstrom(3), and Z = 8. This structure shows substantial distortion from trigonal planar geometry, due to the steric bulk of the tert-butyl groups. Crystals of 3g (2,9-dineopentyl-1,10-phenanthroline . CuCl) were monoclinic with space group P2(1)/c and a = 9.545(2) Angstrom, b = 18.407(3) Angstrom, c = 12.734(2) Angstrom, beta = 107.75(2)degrees V = 2130.8(11) Angstrom(3), and Z = 4. Compounds 4 were found to have NMR identical with 2, but are isomeric with 3, having the structure [(2,9-dialkyl-1,10-phenanthroline)(2)Cu](CuCl2-)-Cu-+. The structure of 4g ([(2,9-n-pentyl-1,10-phenanthroline)(2)Cu](CuCl2-)-Cu-+] was determined by X-ray crystallography. Crystals of 4g were triclinic, space group P ($) over bar 1 with a = 13.861(3) Angstrom, b = 14.108(3) Angstrom, alpha = 65.35(2)degrees, beta = 107.75 (2)degrees, gamma = 90.05(2)degrees, V = 2155.2(8) Angstrom(3), and Z = 2. This structure clearly shows the positions of the alkyl groups of each ligand directly above the face of the aromatic system of the other in a distorted tetrahedral geometry about copper.

  DOI：

  10.1021/ic00115a009