N-(boraneyl(tert-butyl)(phenyl)-l5-phosphaneyl)-2,3-dihydro-1H-inden-1-imine | 1287258-98-3

• 英文名称: N-(boraneyl(tert-butyl)(phenyl)-l5-phosphaneyl)-2,3-dihydro-1H-inden-1-imine
• CAS: 1287258-98-3
• 化学式: C₁₉H₂₅BNP
• 分子量: 309.199
• InChiKey: HKBYDLHAHGWJNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  N-(boraneyl(tert-butyl)(phenyl)-l5-phosphaneyl)-2,3-dihydro-1H-inden-1-imine 、 水 在 H₂SO₄ 作用下， 以 乙醇 、 水 为溶剂， 以90%的产率得到(R)-tert-butyl(phenyl)aminophosphine borane
  参考文献：
  名称：

  Stereoselective Synthesis of P-Stereogenic Aminophosphines: Ring Opening of Bulky Oxazaphospholidines

  摘要：

  A highly diastereoselective and efficient synthesis of P-stereogenic bulky alkyl and aryl aminophosphines that relies on ring opening of tert-butyl-oxazaphospholidine 2 is described. Ring opening with several organometallic reagents takes place with inversion of configuration at the phosphorus center as it has been demonstrated by X-ray analysis of two ring-opened intermediates. The unprecedented reactivity observed is attributed to the presence of a free NH functionality that facilitates the attack of the organometallic reagent in an S(N)2@P-type process.

  DOI：

  10.1021/ja200988c
• 作为产物：
  描述：

  (1S,2R)-1-(tert-butyl(phenyl)phosphinoamino)-2,3-dihydro-1H-inden-2-yl methanesulfonate borane complex 在 NaOCH₃ 作用下， 以 甲醇 为溶剂， 以90%的产率得到N-(boraneyl(tert-butyl)(phenyl)-l5-phosphaneyl)-2,3-dihydro-1H-inden-1-imine
  参考文献：
  名称：

  Stereoselective Synthesis of P-Stereogenic Aminophosphines: Ring Opening of Bulky Oxazaphospholidines

  摘要：

  A highly diastereoselective and efficient synthesis of P-stereogenic bulky alkyl and aryl aminophosphines that relies on ring opening of tert-butyl-oxazaphospholidine 2 is described. Ring opening with several organometallic reagents takes place with inversion of configuration at the phosphorus center as it has been demonstrated by X-ray analysis of two ring-opened intermediates. The unprecedented reactivity observed is attributed to the presence of a free NH functionality that facilitates the attack of the organometallic reagent in an S(N)2@P-type process.

  DOI：

  10.1021/ja200988c