<2-((diphenylmethylene)hydrazono)propylidene>triphenylphosphorane | 107769-84-6

• 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: <2-((diphenylmethylene)hydrazono)propylidene>triphenylphosphorane
• 英文别名: {2-[(diphenylmethylene)hydrazono]propylidene}triphenylphosphorane；diphenylmethanone [(Z)-1-methyl-2-(triphenylphosphoranylidene)ethylidene]hydrazone；(Z)-N-(benzhydrylideneamino)-1-(triphenyl-λ5-phosphanylidene)propan-2-imine
• CAS: 107769-84-6
• 化学式: C₃₄H₂₉N₂P
• 分子量: 496.591
• InChiKey: CORRGNNIYMRXKD-NUDFZHEQSA-N

物化性质

• 沸点：
  655.6±38.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <2-((diphenylmethylene)hydrazono)propylidene>triphenylphosphorane 以 甲苯 、 xylene 为溶剂， 反应 48.0h， 生成 1-methyl-2-(diphenylimino)-2H-indeno<2,3-e>pyridine-3,9-dione
  参考文献：
  名称：

  Reactions of azines. 16. Preparation of 6-(phenylmethylene)-5H-pyrazolo[1,5-d][2,4]benzoxazepines, 5H,7H-pyrazolo[1,5-d][2]benzazepin-6-one, and indeno[2,3-c]pyridine-3,9-diones

  摘要：

  The reactions of azine phosphoranes 1a-f(R = aromatic or methyl, R1 - alkyl) with benzalphthalide (2a) in xylene under reflux gave the 6-(phenylmethylene)-5H-pyrazolo[1,5-d][2,4]benzoxazepines 9a-f. The phosphoranes 1g (R = R1 = phenyl) and 2a similarly treated gave 5H,7H-pyrazolo[1,5-d] [2]benzazepin-6-one 10g. Similar treatment of phosphorane 1 h or 1 i (R = R1 = p-chlorophenyl or p-methoxyphenyl) gave the azine ylidene 6h or 6i. Only compound 6h was converted into the corresponding 9h in a sealed tube at 240-degrees-C. A mechanism for the formation of products 9 and 10 was proposed. The configuration of the exocyclic double bond of ring-closed compounds 9 was determined both by NOE experiments and by X-ray crystallographic analysis. The reactions of a number of azine phosphoranes 1 with lactones 2b and 2c were also discussed. Ethyl (E)-(3'-oxo-1,3-dihydrobenzofuran-1-ylidene)acetate (2c) gave the unusual 2H-indeno[2,3-e]pyridine-3,9-diones 18 rather than the expected pyrazolo-fused heterocyclic compounds commonly encountered in azine rearrangements. The structures of 18c and 18d were confirmed by X-ray crystallographic analyses. 3-(Cyanomethylene)phthalide (2b) gave an azine compound 16h. Mechanisms for the reactions were proposed. H-1, C-13, and mass spectral data of all of the products were reported.

  DOI：

  10.1021/jo00068a032

文献信息

• Reactions of azines. 12. Preparation and reactions of triphenyl[2-([phenyl(methoxycarbonyl)methylene]hydrazono)propyl]phosphonium bromide
  作者：E. E. Schweizer、J. E. Hayes、A. Rheingold、Wei Xu

  DOI：10.1021/jo00385a029

  日期：1987.5
• Reactions of azines. 9. Preparation of 4,5-dihydropyrazolo[1,5-a]pyridines, 6,7-dihydropyrazolo[1,5-a]pyridines, and pyrazolo[1,5-a]pyridines
  作者：Edward E. Schweizer、John E. Hayes、S. N. Hirwe、Arnold L. Rheingold

  DOI：10.1021/jo00383a028

  日期：1987.4
• Reactions of azines. 10. Synthesis of 4H,6H-pyrazolo[1,5-c]oxazol-4-ylidenes, 4H-pyrrolo[1,2-b]pyrazole-4-ones, and/or 4H,8H-pyrazolo[1,5-c][1,3]oxazepin-4-ones
  作者：Edward E. Schweizer、John E. Hayes、K. J. Lee、Arnold L. Rheingold

  DOI：10.1021/jo00383a029

  日期：1987.4
• Reactions of azines. 14. Preparation of 5H, 7H-pyrazolo[1,5-d][2,4]benzoxazepin-7-ones
  作者：Edward E. Schweizer、Zhisong Cao、John E. Hayes、Arnold L. Rheingold

  DOI：10.1021/jo00292a055

  日期：1990.3
• Reactions of azines. 16. Preparation of 6-(phenylmethylene)-5H-pyrazolo[1,5-d][2,4]benzoxazepines, 5H,7H-pyrazolo[1,5-d][2]benzazepin-6-one, and indeno[2,3-c]pyridine-3,9-diones
  作者：Edward E. Schweizer、Zhisong Cao、Arnold L. Rheingold、Martha Bruch

  DOI：10.1021/jo00068a032

  日期：1993.7

  The reactions of azine phosphoranes 1a-f(R = aromatic or methyl, R1 - alkyl) with benzalphthalide (2a) in xylene under reflux gave the 6-(phenylmethylene)-5H-pyrazolo[1,5-d][2,4]benzoxazepines 9a-f. The phosphoranes 1g (R = R1 = phenyl) and 2a similarly treated gave 5H,7H-pyrazolo[1,5-d] [2]benzazepin-6-one 10g. Similar treatment of phosphorane 1 h or 1 i (R = R1 = p-chlorophenyl or p-methoxyphenyl) gave the azine ylidene 6h or 6i. Only compound 6h was converted into the corresponding 9h in a sealed tube at 240-degrees-C. A mechanism for the formation of products 9 and 10 was proposed. The configuration of the exocyclic double bond of ring-closed compounds 9 was determined both by NOE experiments and by X-ray crystallographic analysis. The reactions of a number of azine phosphoranes 1 with lactones 2b and 2c were also discussed. Ethyl (E)-(3'-oxo-1,3-dihydrobenzofuran-1-ylidene)acetate (2c) gave the unusual 2H-indeno[2,3-e]pyridine-3,9-diones 18 rather than the expected pyrazolo-fused heterocyclic compounds commonly encountered in azine rearrangements. The structures of 18c and 18d were confirmed by X-ray crystallographic analyses. 3-(Cyanomethylene)phthalide (2b) gave an azine compound 16h. Mechanisms for the reactions were proposed. H-1, C-13, and mass spectral data of all of the products were reported.