1-[2-(Di-furan-2-yl-phosphanyl)-naphthalen-1-yl]-isoquinoline | 200818-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-[2-(Di-furan-2-yl-phosphanyl)-naphthalen-1-yl]-isoquinoline
• 英文别名: bis(furan-2-yl)-(1-isoquinolin-1-ylnaphthalen-2-yl)phosphane
• CAS: 200818-16-2
• 化学式: C₂₇H₁₈NO₂P
• 分子量: 419.419
• InChiKey: LIKAFZNOBPHCQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(isoquinolin-1-yl)naphthalen-2-yl triflate 在 palladium diacetate 、 三氯硅烷 、 1,3-双(二苯基膦)丙烷 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 24.0h， 生成 1-[2-(Di-furan-2-yl-phosphanyl)-naphthalen-1-yl]-isoquinoline
  参考文献：
  名称：

  Synthesis of 1′-(2-(diarylphosphino)1-naphthyl)isoquinolines; variation of the aryl substituent

  摘要：

  A series of phosphinamines in which the aryl substituents are varied has been prepared from the known triflate 1 by palladium catalysed reaction with the appropriate secondary phosphine oxide followed by reduction with trichlorosilane. In four of the six cases attempted, resolution was successfully completed by fractional crystallisation of the diastereomeric cationic complexes formed with di-mu-chloro-bis[(R)-dimethyl(l-phenethyl)aminato-C-2,N]dipalladium, as previously described. The order of crystallisation was not predictable and in one case the specific rotation of the derived phosphine was anomalous, although the CD spectrum in the 220-350 nm region was as expected by comparison with the parent compound. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00556-9

文献信息

• Synthesis of 1′-(2-(diarylphosphino)1-naphthyl)isoquinolines; variation of the aryl substituent
  作者：Henri Doucet、John M Brown

  DOI：10.1016/s0957-4166(97)00556-9

  日期：1997.11

  A series of phosphinamines in which the aryl substituents are varied has been prepared from the known triflate 1 by palladium catalysed reaction with the appropriate secondary phosphine oxide followed by reduction with trichlorosilane. In four of the six cases attempted, resolution was successfully completed by fractional crystallisation of the diastereomeric cationic complexes formed with di-mu-chloro-bis[(R)-dimethyl(l-phenethyl)aminato-C-2,N]dipalladium, as previously described. The order of crystallisation was not predictable and in one case the specific rotation of the derived phosphine was anomalous, although the CD spectrum in the 220-350 nm region was as expected by comparison with the parent compound. (C) 1997 Elsevier Science Ltd.