2,2-双((4R)-4-苄基-2-恶唑啉) | 141362-76-7

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,2-双((4R)-4-苄基-2-恶唑啉)
• 英文名称: (R,R)-4,4'-bis(phenylmethyl)-2,2',5,5'-tetrahydro-2,2'-bioxazole
• 英文别名: (S,S)-2,2'-bis(4-benzyl-2-oxazoline)；2,2'-Bis[(4R)-4-Benzyl-2-Oxazoline]；(4R)-4-benzyl-2-[(4R)-4-benzyl-4,5-dihydro-1,3-oxazol-2-yl]-4,5-dihydro-1,3-oxazole
• CAS: 141362-76-7
• 化学式: C₂₀H₂₀N₂O₂
• 分子量: 320.391
• InChiKey: OIEQQWQZUYZCRJ-QZTJIDSGSA-N

物化性质

• 沸点：
  449.3±28.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  Tb(FTA)3*2H2O 、 2,2-双((4R)-4-苄基-2-恶唑啉) 生成 Tb(FTA)3((S,S)-2,2'-bis(4-benzyl-2-oxazoline))
  参考文献：
  名称：

  Single-ion magnets based on mononuclear lanthanide complexes with chiral Schiff base ligands [Ln(FTA)3L] (Ln = Sm, Eu, Gd, Tb and Dy)

  摘要：

  合成并表征了一系列具有手性席夫碱配体 [Ln(FTA)3L] [Ln = Dy(1)、Sm(2)、Eu(3)、Gd(4) 和 Tb(5)，L = (S,S)-2,2′-双（4-苄基-2-噁唑啉）] 的单核镧系配合物。在这些配合物中，配合物 1 是第一个显示单离子磁性和铁电性的单核镧系配合物。

  DOI：

  10.1039/b924547b
• 作为产物：
  描述：

  N,N-bis[1-(hydroxymethyl)-2-phenylethyl]ethanediamide 在 氢氧化钾 、 氯化亚砜 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 3.0h， 生成 2,2-双((4R)-4-苄基-2-恶唑啉)
  参考文献：
  名称：

  Palladium complexes with meso-bioxazoline ligands for alternating styrene/CO copolymerisation: Counterion effect

  摘要：

  Two sets of mono- and dicationic palladium complexes (8) and (10), having CF3SO3-, BF4- and PF6- as counterions, were synthesised. The interionic structure of the methyl-acetonitrile complexes [Pd((R,S)-Bn-Box)(CH3)(NCCH3)](X) (8) in solution, was investigated by pulsed-gradient spin-echo (PGSE) diffusion measurements and (H-1, F-19)-HOESY NMR spectroscopy. A high degree of ion-pairing was found in each complex. The HOESY spectra showed that the BF4- and PF6- anions take up selective positions, on the side of the complex remote from the benzyl groups, but close to the acetonitrile ligand, while the triflate is, partially, occupying a pseudo fifth coordination position on the side of the cation remote from the two benzyl-groups. The complexes 8 and 10 were used as catalyst precursors for the copolymerisation of styrene with carbon monoxide, producing syndiotactic copolymers, with the exception of complex 10a, that led to isotactic copolymers. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.01.063
• 作为试剂：
  描述：

  顺式-2-丁烯-1-醇 、 p-chlorobenzenediazonium tetrafluoroborate 在 palladium(II) trifluoroacetate 、 2,2-双((4R)-4-苄基-2-恶唑啉) 、 zinc(II) carbonate 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以90%的产率得到
  参考文献：
  名称：

  无环烯烃的分子间对映选择性Heck-Matsuda芳基化：在β-芳基-γ-内酯和β-芳基醛的合成中的应用

  摘要：

  我们在本文中描述了一种用于无环烯丙基醇的对映选择性分子内Heck-Matsuda芳基化的合成方法。在Pd（TFA）2和手性的市售双恶唑啉配体的存在下，将芳基重氮四氟硼酸盐用作芳基化剂。该方法简单，稳健，可扩展至几克，并且适用范围广，可以合成一系列良好至高对映选择性和高产率的β-芳基-羰基化合物。这种新的对映选择性的Heck-Matsuda芳基化反应可以合成β-芳基-γ-内酯和β-芳基醛，它们在合成生物活性化合物（如（R）-baclofen，（R）-咯利普兰，（S）-姜黄烯，（S）-脱氢姜黄烯和（S）-肿瘤素。

  DOI：

  10.1021/jo400378g

文献信息

• 5-aza-semicorrins: A new class of bidentate nitrogen ligands for enantioselective catalysis
  作者：Urs Leutenegger、Gisela Umbricht、Christoph Fahrni、Peter von Matt、Andreas Pfaltz

  DOI：10.1016/s0040-4020(01)88880-3

  日期：1992.1

  C2-symmetric 5-aza-semicorrins are readily prepared in enantiomerically pure form starting from pyroglutamic acid. Methylation at N(5) leads to neutral bidentate nitrogen ligands. Copper(I) and palladium(II) complexes of these ligands have proved to be efficient enantioselective catalysts for the cyclopropanation of olefins and for allylic nucleophilic substitutions.

  C 2对称的5-氮杂-半corrins很容易从焦谷氨酸开始以对映体纯的形式制备。N（5）处的甲基化导致中性双齿氮配体。这些配体的铜（I）和钯（II）配合物已被证明是用于烯烃环丙烷化和烯丙基亲核取代的有效对映选择性催化剂。
• 1D Cu(<scp>i</scp>)-based chiral organic–inorganic hybrid material with second harmonic generation and circular polarized luminescence
  作者：Zhi-Yuan Wu、Mu-Xin Yu、Zi-Qing Zhang、Jia-Xin Jiang、Ting Liu、Fei-Long Jiang、Lian Chen、Mao-Chun Hong

  DOI：10.1039/d4dt00735b

  日期：2024.4.30

  A pair of 1D Cu(i)-based chiral organic–inorganic hybrid materials with good nonlinear optics, birefringence and red circular polarized luminescence have been synthesized.
• Palladium complexes with meso-bioxazoline ligands for alternating styrene/CO copolymerisation: Counterion effect
  作者：Doina Sirbu、Giambattista Consiglio、Barbara Milani、P.G. Anil Kumar、Paul S. Pregosin、Sebastian Gischig

  DOI：10.1016/j.jorganchem.2005.01.063

  日期：2005.4

  Two sets of mono- and dicationic palladium complexes (8) and (10), having CF3SO3-, BF4- and PF6- as counterions, were synthesised. The interionic structure of the methyl-acetonitrile complexes [Pd((R,S)-Bn-Box)(CH3)(NCCH3)](X) (8) in solution, was investigated by pulsed-gradient spin-echo (PGSE) diffusion measurements and (H-1, F-19)-HOESY NMR spectroscopy. A high degree of ion-pairing was found in each complex. The HOESY spectra showed that the BF4- and PF6- anions take up selective positions, on the side of the complex remote from the benzyl groups, but close to the acetonitrile ligand, while the triflate is, partially, occupying a pseudo fifth coordination position on the side of the cation remote from the two benzyl-groups. The complexes 8 and 10 were used as catalyst precursors for the copolymerisation of styrene with carbon monoxide, producing syndiotactic copolymers, with the exception of complex 10a, that led to isotactic copolymers. (c) 2005 Elsevier B.V. All rights reserved.
• Single-ion magnets based on mononuclear lanthanide complexes with chiral Schiff base ligands [Ln(FTA)3L] (Ln = Sm, Eu, Gd, Tb and Dy)
  作者：Dong-Ping Li、Tian-Wei Wang、Cheng-Hui Li、Dong-Sheng Liu、Yi-Zhi Li、Xiao-Zeng You

  DOI：10.1039/b924547b

  日期：——

  A series of mononuclear lanthanide complexes with chiral Schiff base ligands [Ln(FTA)3L] [Ln = Dy(1), Sm(2), Eu(3), Gd(4), and Tb(5), L = (S,S)-2,2′-Bis(4-benzyl-2-oxazoline)] were synthesized and characterized. Among these complexes, complex 1 represents the first example of mononuclear lanthanide complexes displaying single-ion magnet behavior and ferroelectricity.

  合成并表征了一系列具有手性席夫碱配体 [Ln(FTA)3L] [Ln = Dy(1)、Sm(2)、Eu(3)、Gd(4) 和 Tb(5)，L = (S,S)-2,2′-双（4-苄基-2-噁唑啉）] 的单核镧系配合物。在这些配合物中，配合物 1 是第一个显示单离子磁性和铁电性的单核镧系配合物。