(S)-(3,3'-bis(trimethylsilyl)-1,1'-binaphthyl-2,2'-diyl)(5-(phenyl-2-yl)-10,15,20-tris(phenyl) zinc(II) porphyrin)phosphite | 688764-17-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (S)-(3,3'-bis(trimethylsilyl)-1,1'-binaphthyl-2,2'-diyl)(5-(phenyl-2-yl)-10,15,20-tris(phenyl) zinc(II) porphyrin)phosphite
• CAS: 688764-17-2
• 化学式: C₇₀H₅₅N₄O₃PSi₂Zn
• 分子量: 1152.77
• InChiKey: LERSSYTXYWUDIP-YBAHONIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  (S)-(-)-3,3'-bis(trimethylsilyl)-2,2'-bisnaphthol phosphorochloridite 、 5-(2-hydroxyphenyl)-10,15,20-triphenylporphyrin zinc(II) 在 diisopropylethylamine 作用下， 以 甲苯 为溶剂， 以51%的产率得到(S)-(3,3'-bis(trimethylsilyl)-1,1'-binaphthyl-2,2'-diyl)(5-(phenyl-2-yl)-10,15,20-tris(phenyl) zinc(II) porphyrin)phosphite
  参考文献：
  名称：

  Supraphos: A supramolecular strategy to prepare bidentate ligands

  摘要：

  Herein, we report a new strategy for the preparation of chelating bidentate ligands, which involves the mixing of two triondentate ligands functionalized with complementary binding sites. The assembly process is based on selective metal-ligand interactions employing phosphite zinc(II) porphyrins 1-6 and the nitrogen-containing phosphorus ligands b-i (Scherne 1). Only 14 monodentate ligands were utilized to generate a library of 48 palladium catalysts based on supraphos-type bidentate ligands. The characterization of rhodium complexes based on representative Supramolecular bidentate ligands and the comparison of their performance in the hydroformylation of styrene will be presented. The current library of catalysts was tested in the asymmetric palladium-catalyzed alkylation of rac-1,3-diphenyl-2-propenyl acetate, which resulted in a large variety in the observed enantioselectivity for the different catalysts. Importantly, small variations in the supraphos building blocks, lead to large differences in the enantioselectivity imposed by the catalyst, the most selective catalyst producing 97% ee. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.02.026

文献信息

• Supraphos:  A Supramolecular Strategy To Prepare Bidentate Ligands
  作者：Vincent F. Slagt、Marc Röder、Paul C. J. Kamer、Piet W. N. M. van Leeuwen、Joost N. H. Reek

  DOI：10.1021/ja038955f

  日期：2004.4.1

  We report a new strategy for the preparation of chelating bidentate ligands, which involves just the mixing of two monodentate ligands functionalized with complementary binding sites. In the current example, the assembly process is based on selective metal-ligand interactions, using phosphite zinc(II) porphyrins 1-6 and the nitrogen donor ligands b-i. From only 16 monodentate ligands, a library of 60 palladium catalysts based on 48 bidentate ligand assemblies has been prepared. The relatively small catalyst library gave a large variety in the selectivity of the alkylation of rac-1,3-diphenyl-2-propenyl acetate. Importantly, small variations in the building blocks lead to large differences in the enantioselectivity imposed by the catalyst (up to 97% ee).