7,8-Diphenyl-1-aza-bicyclo[5.2.1]dec-8-en-10-one | 136755-66-3

• 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: 7,8-Diphenyl-1-aza-bicyclo[5.2.1]dec-8-en-10-one
• 英文别名: 7,8-diphenyl-1-azabicyclo[5.2.1]dec-8-en-10-one
• CAS: 136755-66-3
• 化学式: C₂₁H₂₁NO
• 分子量: 303.404
• InChiKey: IJAXXFMWSWIZFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯基乙炔 、 alkaline earth salt of/the/ methylsulfuric acid 生成 7,8-Diphenyl-1-aza-bicyclo[5.2.1]dec-8-en-10-one
  参考文献：
  名称：

  炔烃和一氧化碳插入铬的氨基碳烯络合物中获得的氮的合成，X射线结构和重排

  摘要：

  氨基碳烯络合物（CO）5 Cr C（R 1）N（R 2 R 3）1 [R 1 = H，Me，Ph，R 2 = Me，R 2 R 3 =（CH 2）5，R 3 = Me，环丙基]与二苯乙炔反应，得到氮的叶立德5，其在5a [[（CO）3 CrR 2 R 3 N（C 16 H 10 OR 1）–（R 1 = H ，R 2＝ R 3＝（CH 2）5 ]，并且在氮从烷基R 2和R 3迁移至碳时，其导致预期的内酰胺（例如8和9）C 16 H 10 ONR 1 R 2 R 3。

  DOI：

  10.1039/c39910001075

文献信息

• Reaction of aminocarbene complexes of chromium with alkynes. 1. Formation and rearrangement of ketene and nitrogen ylide complexes
  作者：Evelyne Chelain、Regis Goumont、Louis Hamon、Andree Parlier、Michele Rudler、Henri Rudler、Jean Claude Daran、Jacqueline Vaissermann

  DOI：10.1021/ja00047a018

  日期：1992.10

  The title reactions of chromium-containing carbene complexes (CO)5Cr=C(R1)N(R2R3) (R1 = H, Me, Ph; R2 = Me; R3 = Me, C3H5, CH2C3H5; R2R3 = (CH2)5) 8 and (CO)5Cr=C[(CH2)3C=CPh]N(R1R2) (R1 = R2 = Me; R1R2 = (CH2)5; R1R2 = (CH2)4) 9, bearing alkyl groups of low migratory aptitude on nitrogen, have been examined. In contrast to complexes in which nitrogen bears either an alkyl and an allyl or a benzyl group or is part of a strained cycle, which give heterocycles upon alkyne/CO insertions followed by nitrogen-to-carbon migrations (e.g., 1 --> 7), complexes 8 and 9 lead to stable nitrogen ylides, which could be fully characterized by X-ray crystallography in the case of 8a and 9a. Moreover, in the case of complexes of the general structure 9, ketene precursors of the ylides could either be detected (R1 = Me; R2 = CH2Ph) or isolated and characterized (R2R3 = (CH2)5). The new ylide complexes undergo, upon moderate heating, Stevens-type rearrangements to the expected heterocyclic compounds as a result of nitrogen-to-carbon migrations of various alkyl groups, and upon treatment with dimethyldioxirane, they undergo oxidation to lactone complexes.