Rh((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)(triphenylphosphine)Ph | 881662-42-6

• 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: Rh((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)(triphenylphosphine)Ph
• 英文别名: Rh((S)-BINAP)(PPh₃)Ph
• CAS: 881662-42-6；434314-09-7
• 化学式: C₆₈H₅₂P₃Rh
• 分子量: 1064.99
• InChiKey: UIBZMIZIVOCLGF-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：

  3-(diphenylphosphinyl)-3-methyl-1,2-butadiene 、 Rh((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)(triphenylphosphine)Ph 以 氘代四氢呋喃 为溶剂， 生成 [Rh((R)-binap)((C6H5)2P(O)C(CH3)C(C6H5)CH2)]
  参考文献：
  名称：

  Rhodium-Catalyzed Asymmetric Hydroarylation of Diphenylphosphinylallenes with Arylboronic Acids

  摘要：

  Rhodium-catalyzed asymmetric hydroarylation of diphenylphosphinylallenes with arylboronic acids proceeded in high yields with high regio- and enantioselectivity to give chiral allylphosphine oxides of up to 98% ee. The structural determination of the key intermediate, a pi-allylrhodium complex, was successful to establish the catalytic cycle of the reaction.

  DOI：

  10.1021/ja058763f
• 作为产物：
  描述：

  三苯基膦 以 乙醚 、 二丁醚 、 甲苯 为溶剂， 反应 20.0h， 生成 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

文献信息

• Rhodium-Catalyzed Asymmetric 1,4-Addition of Aryltitanium Reagents Generating Chiral Titanium Enolates:  Isolation as Silyl Enol Ethers
  作者：Tamio Hayashi、Norihito Tokunaga、Kazuhiro Yoshida、Jin Wook Han

  DOI：10.1021/ja027663w

  日期：2002.10.1

  triisopropoxide (ArTi(OPr-i )3) to alpha,beta-unsaturated ketones proceeded with high enantioselectivity (94-99.8% ee) in the presence of 3 mol % of [Rh(OH)((S )-binap)]2 in THF at 20 degrees C to give high yields of the titanium enolates as 1,4-addition products. The titanium enolates were converted into silyl enol ethers by treatment with chlorotrimethylsilane and lithium isopropoxide.

  在 3 mol % [Rh(OH)((S )- binap)]2 在 THF 中在 20 摄氏度下得到高产率的钛烯醇化物作为 1,4-加成产物。通过用三甲基氯硅烷和异丙醇锂处理，钛烯醇化物被转化为甲硅烷基烯醇醚。
• Catalytic Cycle of Rhodium-Catalyzed Asymmetric 1,4-Addition of Organoboronic Acids. Arylrhodium, Oxa-π-allylrhodium, and Hydroxorhodium Intermediates
  作者：Tamio Hayashi、Makoto Takahashi、Yoshiaki Takaya、Masamichi Ogasawara

  DOI：10.1021/ja012711i

  日期：2002.5.1

  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.
• Rhodium-Catalyzed Aryl Transfer from Trisubstituted Aryl Methanols to α,β-Unsaturated Carbonyl Compounds
  作者：Takahiro Nishimura、Taisuke Katoh、Tamio Hayashi

  DOI：10.1002/anie.200700902

  日期：2007.6.25