N-Phenyl-4-phenylcarbamoyl-phthalimid | 3348-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-Phenyl-4-phenylcarbamoyl-phthalimid
• 英文别名: 1,3-dioxo-N,2-diphenylisoindole-5-carboxamide
• CAS: 3348-10-5
• 化学式: C₂₁H₁₄N₂O₃
• 分子量: 342.354
• InChiKey: XYVVPZISDISMTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯代苯酐 在 吡啶 、 bis(triphenylphosphine)palladium(II)-chloride 、 乙酸酐 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三苯基膦 、 sodium iodide 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 21.0h， 生成 N-Phenyl-4-phenylcarbamoyl-phthalimid
  参考文献：
  名称：

  钯催化的芳基氯化物和胺的羰基化和偶联反应。

  摘要：

  缺电子的芳基氯化物的钯催化酰胺化反应在低CO压力和略微过量的碘化物盐存在下容易进行。与不加盐的酰胺化反应相比，酰胺化反应的速度加快了，碘化物比溴化物或氯化物更可取。在添加或不添加碘化物的情况下，更多的富电子芳基氯化物均无法有效酰胺化。我们假设，中间阴离子碘化钯（0）络合物是增强反应性的原因。

  DOI：

  10.1021/jo960861j

文献信息

• Pitfalls in the synthesis of polyimide-linked two-dimensional covalent organic frameworks
  作者：Valerie A. Kuehl、Michael J. Wenzel、Bruce A. Parkinson、Laura de Sousa Oliveira、John O. Hoberg

  DOI：10.1039/d1ta01954f

  日期：——

  well-known reaction of amines with carboxylic acid anhydrides to produce highly stable imide moieties has been extended in the literature to the synthesis of two dimensional polyimide-linked covalent organic frameworks (2D-COFs). We report a detailed study of these reactions to determine whether the reported polymerizations are producing the reported COFs. The studies include variations of reaction temperature

  众所周知，胺与羧酸酐反应生成高度稳定的酰亚胺部分已在文献中扩展到二维聚酰亚胺连接的共价有机骨架 (2D-COF) 的合成。我们报告了对这些反应的详细研究，以确定报告的聚合是否产生报告的 COF。这些研究包括反应温度、时间、加热方法和单体结构的变化，以确定是否正在形成有序的结晶材料。这些研究的结果表明，以前报道的特定聚酰亚胺 COF 可能不会按照报道的顺序或精确结构生产。
• Poly(amide-imide)s Containing Polybutadiene Blocks
  作者：Miroslav Marek、Drahomíra Hlavatá、Jana Kovářová、Miloslav Sufčák、Jindřich Pytela

  DOI：10.1135/cccc20000361

  日期：——

  Poly(amide-imide)s containing polybutadiene blocks were prepared by reaction of 4,4'-methylenedi(phenyl isocyanate) with trimellitic anhydride and α,ω-diisocyanatopolybutadiene. The polymers were characterized by spectroscopic methods and X-ray diffraction. Incorporation of 5 wt.% of polybutadiene structures into polyimide decreases the temperature of 10% weight loss in nitrogen by 90 °C. Glass transition temperature of the polymer also decreases with the increasing content of soft polybutadiene segments, but the decrease is moderate for the contents higher than 20 wt.%. Broad amorphous halo dominates wide-angle X-ray diffractograms of all the samples, but sharper peaks of a more ordered structure were observed in definite concentration range of polybutadiene blocks. The copolymers are soluble in N-methylpyrrolidone.

  聚酰胺-亚胺共聚物中含有聚丁二烯块，是通过4,4'-亚甲基二(苯基异氰酸酯)与三羧酸酐和α,ω-二异氰酸聚丁二烯反应制备的。通过光谱方法和X射线衍射对聚合物进行了表征。将5重量％的聚丁二烯结构引入聚酰胺-亚胺中，可使氮气中10％质量损失的温度降低90℃。聚合物的玻璃化转变温度也随着软性聚丁二烯段含量的增加而降低，但对于含量高于20重量％的聚合物，降低幅度较小。所有样品的宽角X射线衍射图谱中均以宽的无定形晶体衬底为主，但在一定浓度范围内的聚丁二烯块中观察到更有序结构的尖锐峰。共聚物可溶于N-甲基吡咯烷酮。
• Synthesis of aryl N-acylurea from aryl isocyanates or aryl carbodiimides for use as intermediate in novel sequential self-repetitive reaction (SSRR) to form amides, amide-imides and their polymers
  申请人：Dai Shenghong A.

  公开号：US20070282078A1

  公开（公告）日：2007-12-06

  Disclosed is a process for synthesizing an aryl N-acylurea in both high selectivity and high yield, comprising reacting an aryl carbodiimide with a carboxylic acid under mild conditions. Thermolysis of N-acylureas at above about 120° C. gives amides and isocyanates, and the latter will undergo the repetitive reaction sequences in the presence of a carbodiimide catalyst. Based on this unique model, a sequential self-repetitive reaction (SSRR) is also developed in a versatile manner for converting aryl carbodiimides into amides, polyamides, polyamide-imides and polyamide-imide elastomers.
• Palladium-Catalyzed Carbonylation and Coupling Reactions of Aryl Chlorides and Amines
  作者：Robert J. Perry、B. David Wilson

  DOI：10.1021/jo960861j

  日期：1996.1.1

  The palladium-catalyzed amidation of electron-deficient aryl chlorides proceeds readily in the presence of low CO pressures and a slight excess of an iodide salt. The rates of amidation are accelerated over those without added salt, and iodide is preferred over bromide or chloride. More electron-rich aryl chlorides were not effectively amidated, either with or without added iodide. We postulate that

  缺电子的芳基氯化物的钯催化酰胺化反应在低CO压力和略微过量的碘化物盐存在下容易进行。与不加盐的酰胺化反应相比，酰胺化反应的速度加快了，碘化物比溴化物或氯化物更可取。在添加或不添加碘化物的情况下，更多的富电子芳基氯化物均无法有效酰胺化。我们假设，中间阴离子碘化钯（0）络合物是增强反应性的原因。