[3aR-[2(3'aR*,8'aS*),3'aα,8'aα]]-2,2'-[1,3-di(p-vinylphenyl)isopropylidene]bis[3a,8a-dihydro-8H-indeno(1,2-d)oxazole] | 319489-97-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: [3aR-[2(3'aR*,8'aS*),3'aα,8'aα]]-2,2'-[1,3-di(p-vinylphenyl)isopropylidene]bis[3a,8a-dihydro-8H-indeno(1,2-d)oxazole]
• 英文别名: (3aS,8bR)-2-[2-[(3aS,8bR)-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazol-2-yl]-1,3-bis(4-ethenylphenyl)propan-2-yl]-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazole
• CAS: 319489-97-9
• 化学式: C₃₉H₃₄N₂O₂
• 分子量: 562.711
• InChiKey: UWXRGWVIPUQHKI-CLLHQPRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯甲基苯乙烯 、 (+)-2,2'-亚甲基双[(3aR,8aS)-3a,8a-二氢-8H-茚苯[1,2-d]并恶唑 在 甲基锂 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 [3aR-[2(3'aR*,8'aS*),3'aα,8'aα]]-2,2'-[1,3-di(p-vinylphenyl)isopropylidene]bis[3a,8a-dihydro-8H-indeno(1,2-d)oxazole]
  参考文献：
  名称：

  聚合物负载的双（恶唑啉）-铜配合物在环丙烷化反应中的催化剂

  摘要：

  通过用可聚合基团对中心亚甲基桥进行官能化以及随后的聚合，可以轻松地固定双（恶唑啉）。聚合物被转化为铜催化剂，该催化剂对苯乙烯与重氮乙酸乙酯的环丙烷化反应具有活性。结果与使用相似的均相系统获得的结果相似甚至更好，并且催化剂可以轻松回收和再利用。在亚甲基桥中的取代导致对映选择性的轻微降低和意外的顺式偏好。

  DOI：

  10.1021/ol0066633

文献信息

• Polymer-Supported Bis(oxazoline)−Copper Complexes as Catalysts in Cyclopropanation Reactions
  作者：M. Isabel Burguete、José M. Fraile、José I. García、Eduardo García-Verdugo、Santiago V. Luis、José A. Mayoral

  DOI：10.1021/ol0066633

  日期：2000.11.1

  Bis(oxazolines) are easily immobilized by functionalization of the central methylene bridge with polymerizable groups and subsequent polymerization. Polymers are transformed into copper catalysts active in the cyclopropanation of styrene with ethyl diazoacetate. The results are similar or even better than those obtained with the similar homogeneous systems, and the catalysts can be easily recovered

  通过用可聚合基团对中心亚甲基桥进行官能化以及随后的聚合，可以轻松地固定双（恶唑啉）。聚合物被转化为铜催化剂，该催化剂对苯乙烯与重氮乙酸乙酯的环丙烷化反应具有活性。结果与使用相似的均相系统获得的结果相似甚至更好，并且催化剂可以轻松回收和再利用。在亚甲基桥中的取代导致对映选择性的轻微降低和意外的顺式偏好。
• Catalysts Based on Metal Complexes for the Synthesis of Optically Active Chrysanthemic Acid
  申请人：Carloni Silvia

  公开号：US20080021237A1

  公开（公告）日：2008-01-24

  Catalysts are described based on metal complexes derived from optically active S compounds, chosen from the classes consisting of bisoxazolines and salicylaldimines supported on an organic or inorganic matrix and employed in particular for the synthesis of optically active chrysanthemic acid.

  催化剂是基于光学活性S化合物衍生的金属配合物描述的，这些化合物来自于双噁唑和水杨醛亚胺类，支持在有机或无机基质上，并特别用于合成光学活性菊酸。
• Catalysts based on metal complexes for the synthesis of optically active chrysanthemic acid
  申请人：Carloni Silvia

  公开号：US20100204038A1

  公开（公告）日：2010-08-12

  Catalysts are described based on metal complexes derived from optically active s compounds, chosen from the classes consisting of bisoxazolines and salicylaldimines supported on an organic or inorganic matrix and employed in particular for the synthesis of optically active chrysanthemic acid.

  催化剂是基于由光学活性s化合物衍生的金属配合物描述的，这些化合物选自包括支持在有机或无机基质上的双噁唑啉和水杨醛亚胺的类别，并特别用于合成光学活性菊酸。
• US7723539B2
  申请人：——

  公开号：US7723539B2

  公开（公告）日：2010-05-25
• Bis(oxazoline)copper Complexes Covalently Bonded to Insoluble Support as Catalysts in Cyclopropanation Reactions
  作者：M. Isabel Burguete、José M. Fraile、José I. García、Eduardo García-Verdugo、Clara I. Herrerías、Santiago V. Luis、José A. Mayoral

  DOI：10.1021/jo0159338

  日期：2001.12.1

  Chiral bis(oxazolines) are readily dialkylated in the methylene bridge, opening the way to immobilization at that position, keeping the C-2 symmetry of the chiral ligand. Bis(oxazolines) functionalized with two allyl or vinylbenzyl groups are easily grafted onto mercaptopropylsilica. Another approach to immobilization is the polymerization of the ligands bearing vinylbenzyl groups to yield insoluble polymers. The Cu(OTf)(2) complexes of the immobilized ligands promote the enantioselective cyclopropanation reaction between styrene and ethyl diazoacetate. The results depend on the nature of the support and the method of immobilization. With regard to the type of solid, the best results, which are similar to or even better than those obtained with the corresponding dibenzylated homogeneous catalysts, are obtained with homopolymers. With regard to the bis(oxazoline), that bearing indan groups leads to good results both onto silica and polymers, whereas with the ligand bearing tert-butyl groups good enantioselectivities are only obtained with homopolymeric catalysts. Some of the heterogeneous catalysts can be easily recovered and reused, as much as five times, with the same yield and stereoselectivities.