trans-[PdBrC(N(C(CH3)3))(C6H4CHCH2-2))(CN(C(CH3)3))2] | 531549-02-7

• 英文名称: trans-[PdBrC(N(C(CH3)3))(C6H4CHCH2-2))(CN(C(CH3)3))2]
• CAS: 531549-02-7
• 化学式: C₂₃H₃₄BrN₃Pd
• 分子量: 538.867
• InChiKey: ADEIKDQTFDQEDD-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：

  trans-[PdBrC(N(C(CH3)3))(C6H4CHCH2-2))(CN(C(CH3)3))2] 、 三氟甲磺酸铊 以 丙酮 为溶剂， 生成 thallium(I) bromide 、 钯
  参考文献：
  名称：

  Depalladation Reactions of Iminoacyl- and 2-Acetylarylpalladium(II) Complexes

  摘要：

  Reaction with Tl(TFO)) (TfO = triflate, CF3SO3), in some cases in the presence of CO or EtOH, causes the depalladation of complexes trans-[Pd{C(=NR)C6H4{C(O)Me}-2}Br(CNR)(2)} [R = 2,6-dimethylphenyl (Xy) (1a), R = Bu-t (1a')], trans-[Pd{C(=NXy)C6H(OMe)(3)-2,3,4{C(O)Me}-6}JBr(CNXy)(2)} (1b), trans- [Pd{C(=NR)C6H4(CH=CH2)-2}Br(CNR)(2)] [R = Xy (2), Bu-t (2')], trans-[Pd{C(=NXy)C(NHXy)=CC(6)H(4)f{C(O)NXy}-2}Br(CNR)(2)](3), trans-[Pd{C6H4-{C(O)Me}-2}Br(PPh3)(2)] (4), and [Pd{C6H4{C(O)Me}-2Br(bpy)] (bpy = 2,2'-bipyridine) (5) to give organic compounds. Complexes 1a, 1a', and 1b react with Tl(TfO) in Me2CO or CH2Cl2 to give the isoindolinones 2-(2,6-dimethylphenyl)-3-methylene-2,3-dihydroisoindol-1-one (6a), 2-tert-butyl-3-methylene-2,3-dihydroisoindol-1-one (6a'), and 2-(2,6-dimethylphenyl)-5,6,7trimethoxy-3-methylene-2,3-dihydroisoindol-1-one (6b), respectively. When the reaction with 1a' is carried out in the presence of a small amount of EtOH, in addition to 6a', the isoindolinone 2-tert-butyl-3-ethoxy-3-methyl-2,3-dihydroisoindol-1-one (7) and 2-acetyl-Ntert-butylbenzamide (8) are obtained. Complex 2 reacts with Tl(TfO) in the presence of CO to give N-(2,6-dimethylphenyl)-2-vinylbenzamide (9); however, the analogous compound 2' reacts with Tl(TFO)) to give a mixture containing ortho-cyanostyrene (10). Complex 3 reacts with Tl(TfO) to give a separable mixture of N-(2,6-dimethylphenyl)-2-(2,6-dimethylphenylamino)-2-[2-(2,6-dimethylphenyl)-3-oxo-2,3-dihydroisoindol-1-ylidene]acetamide (11) and N-(2,6-dimethylphenyl)-2-(2,6-dimethylphenylamino)-2-[2-(2,6-dimethylphenyl)-3-oxo-2,3-di- hydroisoindol-1-ylidenelacetamidic acid (12). When this reaction is carried out in the presence of a small amount of EtOH, 11, 12, and its ethyl ester 13 are obtained. Complex 4 or 5 reacts with CO and Tl(TfO) in Me2CO to give 3-methylenephthalide (14) or a complex mixture, respectivel'. Complexes 4 and 5 react with Tl(TFO)) in CH2Cl2 in the presence of a y small amount of EtOH, affording 3-ethoxy-3-methyl-3H-isobenzofuran-1-one (15). The crystal and molecular structures of 6a, 6b, 8(.)0.11H(2)O, 9, 11(.)0.5Et(2)O 13, and 14 have been determined by X-ray diffraction studies.

  DOI：

  10.1021/om030045j