Pd(1,10-phenanthroline)(methoxycarbonyl)2 | 150237-67-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: Pd(1,10-phenanthroline)(methoxycarbonyl)2
• 英文别名: Methoxymethanone;palladium(2+);1,10-phenanthroline
• CAS: 150237-67-5
• 化学式: C₁₆H₁₄N₂O₄Pd
• 分子量: 404.718
• InChiKey: ZOFPEEMIZBVMJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Pd(1,10-phenanthroline)(methoxycarbonyl)2 、 氯仿 以 氯仿 为溶剂， 以71%的产率得到Pd(1,10-phenanthroline)(methoxycarbonyl)Cl
  参考文献：
  名称：

  New palladium (substituted 1,10-phenanthroline) bis(methoxycarbonyl) complexes [Pd(L–L)(CO2CH3)2]: preparation and structural features

  摘要：

  New complexes of general formula Pd(L-L)(CO2CH3)(2) (L-L = 1,10-phenanthroline (1) under bar; 2,9-dimethyl-1,10-phenanthroline (2) under bar; 4,7-dimethyl-1,10-phenanthroline (3) under bar; 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (4) under bar, 3,4,7,8-tetramethyl-1,10-phenanthrorine (5) under bar; and 4,7-diphenyl-1,10-phenanthroline (6) under bar) were prepared either by exchange reaction between Pd(bipyridine)(CO2CH3)(2) (7) under bar and the appropriate free ligand or by reacting Pd(L-L)Cl-2 suspended in MeOH under carbon monoxide, at room temperature, in the presence of a base. The structure of (1) under bar was determined ab initio from X-ray powder diffraction data by using a simulated annealing technique and refined by the Rietveld method. (1) under bar crystallizes in the orthorhombic Pbca space group with cell parameters a = 8.0787(4), b = 16.2797(8), c = 22.843(1) Angstrom and Z = 8. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)00742-6
• 作为产物：
  描述：

  (1,10-phenanthroline-κ(2)-N,N')[(2,3-η)-1,4-benzoquinone]palladium(0) 、 一氧化碳 以 甲醇 为溶剂， 以70%的产率得到Pd(1,10-phenanthroline)(methoxycarbonyl)2
  参考文献：
  名称：

  Investigation of the reactivity of palladium(0) complexes with nitroso compounds: relevance to the palladiumphenanthroline-catalysed carbonylation reactions of nitroarenes

  摘要：

  The electron transfer reaction between palladium(0) complexes and RNO compounds afforded different palladium species depending on the aromatic or aliphatic nature of R. When R = Ph a paramagnetic palladium complex 1 was isolated, whereas if R = Bu-t the palladium enolate complex 2 was the unexpected reaction product. Complex 1 reacted with methanol and CO to yield Pd(phen)(C(O)OCH3}(2) 3, which was characterised by single-crystal X-ray structure determination. Compound 3 is a probable intermediate in the reductive carbonylation reaction of organic nitro compounds catalysed by palladium complexes. Nitrobenzene is in fact carbonylated to PhNHCO2Me, by using 3 as a very efficient catalyst. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00263-6

文献信息

• New palladium (substituted 1,10-phenanthroline) bis(methoxycarbonyl) complexes [Pd(L–L)(CO2CH3)2]: preparation and structural features
  作者：Roberto Santi、Anna Maria Romano、Rossella Garrone、Roberto Millini

  DOI：10.1016/s0022-328x(98)00742-6

  日期：1998.9

  New complexes of general formula Pd(L-L)(CO2CH3)(2) (L-L = 1,10-phenanthroline (1) under bar; 2,9-dimethyl-1,10-phenanthroline (2) under bar; 4,7-dimethyl-1,10-phenanthroline (3) under bar; 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (4) under bar, 3,4,7,8-tetramethyl-1,10-phenanthrorine (5) under bar; and 4,7-diphenyl-1,10-phenanthroline (6) under bar) were prepared either by exchange reaction between Pd(bipyridine)(CO2CH3)(2) (7) under bar and the appropriate free ligand or by reacting Pd(L-L)Cl-2 suspended in MeOH under carbon monoxide, at room temperature, in the presence of a base. The structure of (1) under bar was determined ab initio from X-ray powder diffraction data by using a simulated annealing technique and refined by the Rietveld method. (1) under bar crystallizes in the orthorhombic Pbca space group with cell parameters a = 8.0787(4), b = 16.2797(8), c = 22.843(1) Angstrom and Z = 8. (C) 1998 Elsevier Science S.A. All rights reserved.
• Investigation of the reactivity of palladium(0) complexes with nitroso compounds: relevance to the palladiumphenanthroline-catalysed carbonylation reactions of nitroarenes
  作者：Emma Gallo、Fabio Ragaini、Sergio Cenini、Francesco Demartin

  DOI：10.1016/s0022-328x(99)00263-6

  日期：1999.9

  The electron transfer reaction between palladium(0) complexes and RNO compounds afforded different palladium species depending on the aromatic or aliphatic nature of R. When R = Ph a paramagnetic palladium complex 1 was isolated, whereas if R = Bu-t the palladium enolate complex 2 was the unexpected reaction product. Complex 1 reacted with methanol and CO to yield Pd(phen)(C(O)OCH3}(2) 3, which was characterised by single-crystal X-ray structure determination. Compound 3 is a probable intermediate in the reductive carbonylation reaction of organic nitro compounds catalysed by palladium complexes. Nitrobenzene is in fact carbonylated to PhNHCO2Me, by using 3 as a very efficient catalyst. (C) 1999 Elsevier Science S.A. All rights reserved.