Rh((S)-BINAP)(PPh₃)Cl | 434314-08-6

• 英文名称: Rh((S)-BINAP)(PPh₃)Cl
• 英文别名: Rh((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)(triphenylphosphine)Cl
• CAS: 434314-08-6
• 化学式: C₆₂H₄₇ClP₃Rh
• 分子量: 1023.33
• InChiKey: YUCYCVCVTWNUQH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 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：
  None
• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  Rh((S)-BINAP)(PPh₃)Cl 、 苯基锂 以 乙醚 、 二丁醚 为溶剂， 反应 18.0h， 以71%的产率得到Rh((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)(triphenylphosphine)Ph
  参考文献：
  名称：

  Rhodium-Catalyzed Boron Arylation of 1,2-Azaborines

  摘要：

  A Sn-phony in B!: BN isosteres of biphenyl compounds are prepared through Rh-catalyzed cross-coupling between 2-chloro-1,2-azaborines and arylstannanes (see scheme). The synthetic method should enable investigations of structure–activity relationships (SARs) by expanding the chemical space of the pharmaceutically relevant biphenyl structure through BN/CC isosterism.

  DOI：

  10.1002/anie.201304443
• 作为产物：
  描述：

  三苯基膦 、 [Rh₂(BINAP)₂(μ₂-Cl)₂] 以 甲苯 为溶剂， 以99%的产率得到Rh((S)-BINAP)(PPh₃)Cl
  参考文献：
  名称：

  Catalytic Cycle of Rhodium-Catalyzed Asymmetric 1,4-Addition of Organoboronic Acids. Arylrhodium, Oxa-π-allylrhodium, and Hydroxorhodium Intermediates

  摘要：

  The catalytic cycle of asymmetric 1,4-addition of phenylboronic acid to an alpha,beta-unsaturated ketone catalyzed by a rhodium-binap complex was established by use of RhPh(PPh3)(binap) as a key intermediate. The reaction proceeds through three intermediates, phenylrhodium, oxa-pi-allylrhodium, and hydroxorhodium complexes, all of which were observed in NMR spectroscopic studies. The transformations between the three intermediates, that is, insertion, hydrolysis, and transmetalation, were also observed. On the basis of the catalytic cycle, a more active chiral catalyst, [Rh(OH)(binap)](2), was found and used successfully for the asymmetric 1,4-addition reactions.

  DOI：

  10.1021/ja012711i