[3,5-Bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]phenyl]methanamine | 205176-40-5

• 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: [3,5-Bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]phenyl]methanamine
• 英文别名: [3,5-bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]phenyl]methanamine
• CAS: 205176-40-5
• 化学式: C₄₉H₄₅NO₆
• 分子量: 743.899
• InChiKey: ZXBYICSIOAFWBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  56
• 可旋转键数：
  19
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [3,5-Bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]phenyl]methanamine 在 吡啶 、 sodium tetrahydroborate 、 碘 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 35.0h， 生成 [3,5-Bis-(3,5-bis-benzyloxy-benzyloxy)-benzyl]-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-ethyl-amine
  参考文献：
  名称：

  Dendritic MonoPhos: synthesis and application in Rh-catalyzed asymmetric hydrogenation

  摘要：

  A new class of dendritic monodentate phosphoramidite ligands were synthesized through substitution of the dimethylamino moiety in MonoPhos by the Frechet-type dendritic wedge and applied in the asymmetric hydrogenation of alpha-dehydroamino acid esters and dimethyl itaconate. High enantioselectivities (up to 97.9% ee) and catalytic activities (up to 4850 h(-1) TOF) were achieved, which are better or comparable to those obtained from MonoPhos. The third generation dendrimer catalyst gave the slightly lower catalytic activity relative to the lower generation ones. The steric shielding by the dendrimer could stabilize the rhodium complex against decomposition caused by hydrolysis in a protic solvent. The inactive catalysts (RhL3 and RhL4) were activated by addition of a free metal precursor Rh(COD)(2)BF4, and showed high enantioselectivities and catalytic activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.01.013
• 作为产物：
  描述：

  3,5-双[3,5-双(苄氧基)苄氧基]苄溴 在 氢氧化钾 、 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 [3,5-Bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]phenyl]methanamine
  参考文献：
  名称：

  Monofunktionalisierte Dendrons verschiedener Generationen - als Reagenzien zur Einf�hrung dendritischer Reste

  摘要：

  In recent years dendrimers become more and more important not only in organic chemistry. They represent a new class of molecules with unique characteristic features. But dendrimers represent not only designed molecular architecture. They stand for a new concept in chemistry. They can be used to alter the properties of already existing molecular skeletons or they can be used to transfer new properties to a classical functional unit. This means that functionalized dendrimers and dendrons (dendritic building blocks) can be regarded as reagents for the preparation of new compounds with dendritic properties. In this article the synthesis and the practical use of appropriate dendritic reagents is explained. Furthermore we introduce the new technical terms "{n}dendryl-" for dendritic substituents of n generations and "dendriagent" which stands for dendritic reagents. Moreover we give a short outlook on future developments.

  DOI：

  10.1002/prac.19983400203

文献信息

• Modular chiral dendritic monodentate phosphoramidite ligands for Rh(ii)-catalyzed asymmetric hydrogenation: unprecedented enhancement of enantioselectivity
  作者：Feng Zhang、Yong Li、Zhi-Wei Li、Yan-Mei He、Shou-Fei Zhu、Qing-Hua Fan、Qi-Lin Zhou

  DOI：10.1039/b815380a

  日期：——

  Modular chiral dendrimers with monodentate phosphoramidite ligands located at the core were synthesized and applied in the Rh-catalyzed asymmetric hydrogenations, afforded unprecedented enhancement of enantioselectivity.

  合成了位于核心的具有单齿亚磷酰胺配体的模块化手性树状大分子，并将其应用于Rh催化的不对称氢化中，提供了前所未有的对映选择性增强。