tris-{(P)-2-[1-(2'-hydroxy-4',6'-dimethylphenyl)]naphthymethyl}amine | 611175-02-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tris-{(P)-2-[1-(2'-hydroxy-4',6'-dimethylphenyl)]naphthymethyl}amine
• 英文别名: tris-{(M)-2-[1-(2'-hydroxy-4',6'-dimethylphenyl)]naphthymethyl}amine；2-[2-[[Bis[[1-(2-hydroxy-4,6-dimethylphenyl)naphthalen-2-yl]methyl]amino]methyl]naphthalen-1-yl]-3,5-dimethylphenol
• CAS: 611175-02-1
• 化学式: C₅₇H₅₁NO₃
• 分子量: 798.037
• InChiKey: YQESZCPNIDYXJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  61
• 可旋转键数：
  9
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  63.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tris-{(P)-2-[1-(2'-hydroxy-4',6'-dimethylphenyl)]naphthymethyl}amine 在 sodium hydride 、 五氯化磷 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 0.5h， 以100%的产率得到20,20-dichloro-14,16,24,26,51,53-hexamethyl-19,21,56-trioxa-1-aza-20λ5-phosphaundecacyclo[18.18.18.03,12.06,11.013,18.022,27.028,37.029,34.040,49.043,48.050,55]hexapentaconta-3(12),4,6,8,10,13,15,17,22,24,26,28(37),29,31,33,35,40(49),41,43,45,47,50,52,54-tetracosaene
  参考文献：
  名称：

  Atropo-enantioselective synthesis of a C3-symmetric tripodal ligand with three axially chiral biaryl subunits

  摘要：

  In contrast to the numerous successful applications of C-2-symmetric biaryls as powerful tools for asymmetric synthesis, there have so far been only few reports on combinations of C-3-symmetry with axial chirality. We present here the first enantioselective synthesis of a novel family of tripodal ligands containing three axially chiral biaryl subunits in an (M,M,M)- or, optionally, (P,P,P)-configured form. The incorporation of a PCl2- and a TiCl-fragment into the central cavity was achieved. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00406-3
• 作为产物：
  描述：

  tris-{(P)-2-[1-(2'-benzyloxy-4',6'-dimethylphenyl)]naphthymethyl}amine 在 三氯化硼 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 1.0h， 以97%的产率得到tris-{(P)-2-[1-(2'-hydroxy-4',6'-dimethylphenyl)]naphthymethyl}amine
  参考文献：
  名称：

  Atropo-enantioselective synthesis of a C3-symmetric tripodal ligand with three axially chiral biaryl subunits

  摘要：

  In contrast to the numerous successful applications of C-2-symmetric biaryls as powerful tools for asymmetric synthesis, there have so far been only few reports on combinations of C-3-symmetry with axial chirality. We present here the first enantioselective synthesis of a novel family of tripodal ligands containing three axially chiral biaryl subunits in an (M,M,M)- or, optionally, (P,P,P)-configured form. The incorporation of a PCl2- and a TiCl-fragment into the central cavity was achieved. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00406-3

文献信息

• Atropo-enantioselective synthesis of a C3-symmetric tripodal ligand with three axially chiral biaryl subunits
  作者：Gerhard Bringmann、Matthias Breuning、Robert-Michael Pfeifer、Petra Schreiber

  DOI：10.1016/s0957-4166(03)00406-3

  日期：2003.8

  In contrast to the numerous successful applications of C-2-symmetric biaryls as powerful tools for asymmetric synthesis, there have so far been only few reports on combinations of C-3-symmetry with axial chirality. We present here the first enantioselective synthesis of a novel family of tripodal ligands containing three axially chiral biaryl subunits in an (M,M,M)- or, optionally, (P,P,P)-configured form. The incorporation of a PCl2- and a TiCl-fragment into the central cavity was achieved. (C) 2003 Elsevier Ltd. All rights reserved.