2-[2-(diphenylphosphino)ferrocenyl]propionitrile | 916769-20-5

• 英文名称: 2-[2-(diphenylphosphino)ferrocenyl]propionitrile
• CAS: 916769-20-5；916769-19-2
• 化学式: C₂₅H₂₂FeNP
• 分子量: 423.277
• InChiKey: JUUMSMCIZAAZQB-SQKCAUCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  [2-(diphenylphosphino)ferrocenyl]acetonitrile 、 lithium diisopropyl amide 、 碘甲烷 以 四氢呋喃 为溶剂， 以62%的产率得到2-[2-(diphenylphosphino)ferrocenyl]propionitrile
  参考文献：
  名称：

  Stereoselective alkylation of [2-(diphenylphosphino)ferrocenyl]acetonitrile

  摘要：

  Deprotonation of racemic [2-(diphenylphosphino)ferrocenyl]acetonitrile (1) with NaN(SiMe3)(2) in THF followed by reaction with electrophiles MeI and Ph2PCl affords the substituted nitriles, 2-[2-(diphenylphosphino)ferrocenyl]propionitrile (2a) and 2-(diphenylphosphino)-[2-(diphenylphosphino)ferrocenyl]acetonitrile (2b), respectively. Whereas the former reaction yields a 15:1 mixture of isomers differing in configuration at the alkylated alpha-carbon from which the major diastereoisomer can be isolated by simple recrystallization, the latter gives 2b as a single diastereoisomer. The dominating product of the methylation reaction was characterized by X-ray diffraction analysis as (S,R-p/,R,S-p)-2a, which is in accordance with the possible access of the electrophile towards deprotonated 1. (C) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2005.12.003