(R,E)-(3-((4-chlorobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene

• 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: (R,E)-(3-((4-chlorobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene
• 英文别名: (E)-1,3-diphenyl-3-(4-chlorobenzyloxy)-1-propene；1-chloro-4-[[(E,1R)-1,3-diphenylprop-2-enoxy]methyl]benzene
• 化学式: C₂₂H₁₉ClO
• 分子量: 334.845
• InChiKey: BPVAGDZBPFGEEP-FOYQMUPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (±)-反式-1,3-二苯基烯丙基乙酸酯 、 4-氯苯甲醇 在 bis(η3-allyl-μ-chloropalladium(II)) 、 N-((1S,2R)-2-((R)-(4-bromophenyl)sulfinyl)-1,2-diphenylethyl)-2-(diphenylphosphino)benzamide 、 potassium carbonate 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以97%的产率得到(R,E)-(3-((4-chlorobenzyl)oxy)prop-1-ene-1,3-diyl)dibenzene
  参考文献：
  名称：

  Palladium/sulfoxide–phosphine-catalyzed highly enantioselective allylic etherification and amination

  摘要：

  使用手性亚砜-膦配体进行的Pd催化的不对称烯丙基醚化和胺化反应，可与多种O-和N-亲核试剂反应（最高产率达97％，对映选择性达98.5％）。

  DOI：

  10.1039/c4cc03920c

文献信息

• Development of a Novel Multifunctional N,P Ligand for Highly Enantioselective Palladium-Catalyzed Asymmetric Allylic Etherification of Alcohols and Silanols
  作者：Fei Ye、Zhan-Jiang Zheng、Li Li、Ke-Fang Yang、Chun-Gu Xia、Li-Wen Xu

  DOI：10.1002/chem.201303233

  日期：2013.11.11

  CycloN2P2‐Phos! The use of the multidentate phosphine, CycloN2P2‐Phos (see graphic), which contains four heteroatoms (two nitrogen and two phosphorus atoms), in the palladium‐catalyzed asymmetric allylic etherification (AAE) of alcohols and silanols leads to excellent levels of enantioselectivity (up to 99 % ee).

  CycloN2P2‐Phos！在钯催化的醇和硅烷醇的不对称烯丙基醚化（AAE）中使用包含四个杂原子（两个氮和两个磷原子）的多齿膦CycloN2P2-Phos（见图）可产生出色的对映选择性（高达99％  ee）。
• Palladium–(S,pR)-FerroNPS-Catalyzed Asymmetric Allylic Etherification: Electronic Effect of Nonconjugated Substituents on Benzylic Alcohols on Enantioselectivity
  作者：Fuk Loi Lam、Terry Tin-Lok Au-Yeung、Fuk Yee Kwong、Zhongyuan Zhou、Kwok Yin Wong、Albert S. C. Chan

  DOI：10.1002/anie.200703955

  日期：2008.2.1
• Ionic-salt-tagged ferrocenyl diphosphine–imine ligands and their application to palladium-catalyzed asymmetric allylic etherification
  作者：Li Dai、Xin Li、Hao Yuan、Xia Li、Zhihuai Li、Di Xu、Fan Fei、Yingqiang Liu、Jun Zhang、Zhiming Zhou

  DOI：10.1016/j.tetasy.2011.07.025

  日期：2011.7

  A new type of ferrocenyl diphosphine-imine ligands that contains an ionic salt group has been prepared, and successfully applied to asymmetric C*-O bond formation. In the Pd-catalyzed asymmetric allylic etherification of 1,3-diphenyl-2-propenyl acetate, high enantioselectivity was obtained (up to 91.0% ee). The potential of the catalysts to be recycled and reused has also been demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.
• Palladium/sulfoxide–phosphine-catalyzed highly enantioselective allylic etherification and amination
  作者：Bin Feng、Hong-Gang Cheng、Jia-Rong Chen、Qiao-Hui Deng、Liang-Qiu Lu、Wen-Jing Xiao

  DOI：10.1039/c4cc03920c

  日期：——

  Pd-catalyzed asymmetric allylic etherification and amination with a wide range of O- and N-nucleophiles using a chiral sulfoxide–phosphine ligand have been developed (up to 97% yield, 98.5% ee).

  使用手性亚砜-膦配体进行的Pd催化的不对称烯丙基醚化和胺化反应，可与多种O-和N-亲核试剂反应（最高产率达97％，对映选择性达98.5％）。