1'-(N',N'-dibutyl-carbamoyl)-N,N-diethyl ferrocenecarboxamide | 733741-67-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1'-(N',N'-dibutyl-carbamoyl)-N,N-diethyl ferrocenecarboxamide
• 英文别名: N,N-dibutylcyclopenta-2,4-diene-1-carboxamide;N,N-diethylcyclopenta-2,4-diene-1-carboxamide;iron(2+)
• CAS: 733741-67-8
• 化学式: C₂₄H₃₆FeN₂O₂
• 分子量: 440.409
• InChiKey: OSODIMQMQQZABW-UHFFFAOYSA-N

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

• 作为产物：
  描述：

  1'-iodo-N,N-diethyl ferrocenecarboxamide 、 一氧化碳 、 二正丁胺 在 palladium diacetate 三乙胺 、 三苯基膦 作用下， 以 甲苯 为溶剂， 以77%的产率得到1'-(N',N'-dibutyl-carbamoyl)-N,N-diethyl ferrocenecarboxamide
  参考文献：
  名称：

  Aminocarbonylation of 1,1′-diiodoferrocene, two-step synthesis of heterodisubstituted ferrocene derivatives via homogeneous catalytic carbonylation/coupling reactions

  摘要：

  Detailed investigation of the catalytic carbonylation of 1, 1'-diiodoferrocene has been carried out. The importance of the 1'-iodoferrocenecarboxamide- or 1'-iodo-ferroceneglyoxylic amide-type products as starting materials for the synthesis of various heterodisubstituted ferrocenes, that can serve as starting materials for ferrocene-based biosensors, was also proved. The potential of this reaction sequence was shown by the high-yielding synthesis of 1'-vinyl ferrocenecarboxamide/glyoxylic amide and 1'-acyl ferrocencarboxamide derivatives. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.05.046

文献信息

• Formation of intramolecular hydrogen bonds in heterodisubstituted ferrocene diamides with a secondary and a tertiary amido group: X-ray structure of 1′-(N′-butyl-carbamoyl)-morpholino ferrocenecarboxamide
  作者：Árpád Kuik、Rita Skoda-Földes、Attila C. Bényei、Gábor Rangits、László Kollár

  DOI：10.1016/j.jorganchem.2006.03.013

  日期：2006.6

  bearing a secondary and a tertiary amido group are explained by the formation of an internal hydrogen bond between the substituents. Addition of chloride ions (as a tetrabutylammonium salt) into the solutions of these compounds results in spectroscopic changes due to the formation of intermolecular hydrogen bonds between the ferrocene diamide and the anion. The solid state structure of 1′-(N′-butyl-

  从1，1′-二碘二茂铁开始，通过均相催化羰基化合成了各种不对称取代的二茂铁1，1′-二酰胺。带有仲和叔酰胺基的化合物在1 H NMR和IR光谱中观察到的独特特征是通过在取代基之间形成内部氢键来解释的。由于二茂铁二酰胺和阴离子之间形成了分子间氢键，因此将氯离子（四丁基铵盐）加到这些化合物的溶液中会导致光谱变化。1'-（N'-丁基-氨基甲酰基）-吗啉代二茂铁羧酰胺（1a）也已通过X射线晶体学测定。观察到N'-丁基-氨基甲酰基部分的NH基团和叔酰胺基的CO之间的强分子内H键。