1,1-Diphenyl-2-azaphosphorinanium perchlorate

• 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: 1,1-Diphenyl-2-azaphosphorinanium perchlorate
• 英文别名: 2,2-Diphenylazaphosphinan-2-ium;perchlorate
• 化学式: C₁₆H₁₉NP*ClO₄
• 分子量: 355.758
• InChiKey: AGELPLWAHIUXMH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  86.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,1-Diphenyl-2-azaphosphorinanium perchlorate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2,2-Diphenyl-3,4,5,6-tetrahydro-2λ⁵-[1,2]azaphosphinine
  参考文献：
  名称：

  Synthesis and Aza-Wittig reactions of Cyclic Amino-phosphonium Salts

  摘要：

  DOI：

  10.1021/jo00102a050
• 作为产物：
  描述：

  4-(Diphenylphosphino)butylammonium chloride 在 溴 、 lithium perchlorate 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.17h， 生成 1,1-Diphenyl-2-azaphosphorinanium perchlorate
  参考文献：
  名称：

  Synthesis and Aza-Wittig reactions of Cyclic Amino-phosphonium Salts

  摘要：

  DOI：

  10.1021/jo00102a050

文献信息

• [2+2] Cycloaddition and ring expansion reactions of cyclic phosphonium and aminophosphonium salts: synthesis and structure of the first eight-membered ylide-type heterocycles
  作者：Tetsuya Uchiyama、Tetsuya Fujimoto、Akikazu Kakehi、Iwao Yamamoto

  DOI：10.1039/a807891b

  日期：——

  A series of new eight-membered heterocycles, 4 and 6, was isolated from the reactions of simple six-membered aza-ylides with acetylene and nitrile derivatives. These structures were elucidated by X-ray crystal analysis. On the other hand, the reactions of five-membered ylides and aza-ylides with nitrile derivatives formed seven-membered ylides, which were hydrolyzed immediately during aqueous work-up to give phosphine oxide derivatives.

  从简单的六元氮杂环与乙炔和腈衍生物的反应中分离出一系列新的八元杂环，即 4 和 6。这些结构通过 X 射线晶体分析得以阐明。另一方面，五元醯化物和氮杂环醯化物与腈衍生物反应生成七元醯化物，这些醯化物在水处理过程中立即水解，生成氧化膦衍生物。
• REACTIONS OF CYCLIC AZA-YLIDS WITH THIOESTERS
  作者：Tetsuya Uchiyama、Satoshi Katsuyama、Tetsuya Fujimoto、Iwao Yamamoto

  DOI：10.1080/10426500108045264

  日期：2001.8

  Reactions of five and six membered cyclic phosphonium aza-ylids, 2a,b with phenyl thiobenzoate and aryl thiocinnamate gave acylated products 3 and 4. On the other hand, the reactions of 2a,b with phenyl alkenylthioesters gave compounds 5, 6, and 7.
• TANDEM REACTIONS OF CYCLIC AZA-YLIDES WITH ALKYLATING AGENTS AND CARBONYL COMPOUNDS
  作者：Iwao Yamamoto、Kenji Tashiro、Tetsuya Uchiyama、Tetsuya Fujiimoto

  DOI：10.1080/10426509908036996

  日期：1999.5.1

  Reactions of 2-aminophosphonium salts with methyliodide in the presence of sodium hexamethyldisilazide(NaHMDS) gave N-methylated phosphonium salts which reacted benzaldehyde and isocyanates in the presence of NaHMDS to give omega-N-methyl-aminoalkenes and omega-N-phosphinoylamide.
• REACTION OF CYCLIC AMINO PHOSPHONIUM SALTS WITH α-CHLOROVINYL SULFONE
  作者：Toshito Sakai、Tetsuya Fujimoto、Kazuchika Ohta、Iwao Yamamoto

  DOI：10.1080/10426509608029643

  日期：1996.1.1

  A cyclic aza-ylide that was generated from 5- or 6-membered cyclic amino phosphonium salts 1a,b was reacted with alpha-chlorovinyl sulfone 3 in the presence of sodium hydride to give adducts 4a,b via the Michael addition followed by dehydrochlorination. The structure and formation pathways are discussed.
• REACTIONS OF CYCLIC AZA-YLIDES WITH β-DICARBONYL COMPOUNDS
  作者：Tetsuya Uchiyama、Masayuki Inoue、Hideki Masuda、Tetsuya Fujimoto、Iwao Yamamoto

  DOI：10.1080/10426500108040259

  日期：2001.8

  The reactions of five- and six-membered cyclic iminophosphoranes, 3 and 4, with P-dicarbonyl compounds gave enamino phosphine oxide derivatives 5a-h in good yields. Compounds 5b and 5e were stereoselectively converted to 1,6- and 1,7-diene 9a and 9b.