tris(2-isopropylimidazol-4(5)-yl)phosphane oxide | 1019028-41-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tris(2-isopropylimidazol-4(5)-yl)phosphane oxide
• 英文别名: 4-TIPO(iPr)；5-[bis(2-propan-2-yl-1H-imidazol-5-yl)phosphoryl]-2-propan-2-yl-1H-imidazole
• CAS: 1019028-41-1
• 化学式: C₁₈H₂₇N₆OP
• 分子量: 374.426
• InChiKey: WLGOVXRJMVLDFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cobalt(II) nitrate hexahydrate 、 tris(2-isopropylimidazol-4(5)-yl)phosphane oxide 以 甲醇 为溶剂， 以82%的产率得到[(tris(2-isopropylimidazol-4(5)-yl)phosphane oxide)Co(H2O)NO3]NO3*2H2O
  参考文献：
  名称：

  水溶性锌、钴(II) 和铜(II) 配合物与中性三足N,N,N-配体的合成和表征：[(κ3N-4-TIPOiPr)Co(H2O)(κ2O-NO3) 的晶体结构]NO3 和 [(κ3N-4-TIPOiPr)Cu(H2O)(κO-SO4)], 4-TIPOiPr = 三(2-异丙基咪唑-4(5)-基)氧化膦

  摘要：

  AbstractThe development of ligands bearing substituents to model a hydrophobic enzyme cavity and concurrently showing sufficient solubility in aqueous media seems somehow paradox. The zinc and cobalt(II) nitrato (4, 5) and copper(II) sulfato (6) complexes of the new tris(2‐isopropylimidazol‐4(5)‐yl)phosphane oxide ligand (4‐TIPOiPr, 2a) show exactly these properties; in addition, the structure of the CoII complex 5·MeOH·Et2O shows striking similarity to the active site of CoII‐substituted carbonic anhydrase. 2a and its metal complexes are stable towards hydrolysis which is in contrast to the known sensitivity of (imidazol‐2‐yl)phosphane oxides.

  DOI：

  10.1002/zaac.200700031

文献信息

• Tricarbonylmanganese(I) and –rhenium(I) Complexes of Imidazol‐Based Phosphane Ligands: Influence of the Substitution Pattern on the CO Release Properties
  作者：Peter C. Kunz、Wilhelm Huber、Alfonso Rojas、Ulrich Schatzschneider、Bernhard Spingler

  DOI：10.1002/ejic.200900650

  日期：2009.12

  Tricarbonylmanganese(I) and -rhenium(I) complexes of the imidazolylphosphane ligands tris(imidazol-2-yl)phosphane (2-TIPH), tris(N-methylimidazol-2-yl)phosphane (2-TIPNMe), and tris[2-isopropylimidazol-4(5)-yl]phosphane (4-TIPiPr) as well as the phosphane oxide (4-TIPOiPr) and sulfide (4-TIPSiPr) ligands were prepared. These tris(imidazolyl) ligands act as N,N,N-tripodal chelating ligands. The solid-state structures

  咪唑基膦配体三（咪唑-2-基）膦（2-TIPH）、三（N-甲基咪唑-2-基）膦（2-TIPNMe）和三[制备了 2-异丙基咪唑-4(5)-基] 膦 (4-TIPiPr) 以及氧化膦 (4-TIPOiPr) 和硫化物 (4-TIPSiPr) 配体。这些三（咪唑基）配体充当 N,N,N-三足螯合配体。锰配合物 [(2-TIPNMe)Mn(CO)3]OTf 和 [(4-TIPSiPr)Mn(CO)3]OTf 以及铼化合物 [(4-TIPOiPr)Re( CO)3]OTf 通过 X 射线衍射测定。使用基于紫外/可见光谱的肌红蛋白测定法研究了这些复合物作为可光活化 CO 释放分子 (CORM) 的潜力。在制备的一系列化合物中，发现咪唑基的取代模式显着影响 CO 释放效率和化学计量。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany
• Unexpected Coordination Modes of the Tris(imidazolyl)phosphane Oxide Ligand 4-TIPOiPr in the Chloro Complexes of Zinc, Cobalt and Nickel
  作者：Peter C. Kunz、Alya Zribi、Walter Frank、Wolfgang Kläui

  DOI：10.1002/zaac.200700473

  日期：2008.4

  The coordination chemistry of the water soluble phosphane oxide ligand tris[2-isopropylimidazol-4(5)-yl]phosphane oxide, 4-TIPOiPr, has been explored. A variety of 3d-metal halide complexes have been prepared and the crystal structures of the solvates [(4-TIPOiPr)ZnCl2]·MeOH·1/2dioxane (1·MeOH·1/2dioxane), [(4-TIPOiPr)CoCl2]·H2O·2dioxane (2·H2O·2dioxane) and [(4-TIPOiPr)2Ni(MeOH)2]Cl2·2MeOH (3·2MeOH)

  已经探索了水溶性氧化膦配体三 [2-异丙基咪唑-4(5)-基] 氧化膦 4-TIPOiPr 的配位化学。制备了多种3d-金属卤化物配合物，溶剂化物的晶体结构为[(4-TIPOiPr)ZnCl2]·MeOH·1/2二恶烷(1·MeOH·1/2二恶烷)、[(4-TIPOiPr)CoCl2] ·H2O·2二恶烷(2·H2O·2二恶烷)和[(4-TIPOiPr)2Ni(MeOH)2]Cl2·2MeOH(3·2MeOH)已被测定。所有三种结构都显示出前所未有的 4-TIPOiPr 配体的配位模式。锌和钴配合物均以双齿 κ2N 方式配位，而镍原子由两个配体以 κN,O 模式配位，使用一个咪唑基取代基和 P=O 氧原子。
• Synthesis and Characterization of Water-Soluble Zinc, Cobalt(II) and Copper(II) Complexes with a Neutral TripodalN,N,N-Ligand: Crystal Structures of [(κ3N-4-TIPOiPr)Co(H2O)(κ2O-NO3)]NO3 and [(κ3N-4-TIPOiPr)Cu(H2O)(κO-SO4)], 4-TIPOiPr = tris(2-isopropylimidazol-4(5)-yl)phosphane oxide
  作者：Peter C. Kunz、Alya Zribi、Walter Frank、Wolfgang Kläui

  DOI：10.1002/zaac.200700031

  日期：2007.6

  AbstractThe development of ligands bearing substituents to model a hydrophobic enzyme cavity and concurrently showing sufficient solubility in aqueous media seems somehow paradox. The zinc and cobalt(II) nitrato (4, 5) and copper(II) sulfato (6) complexes of the new tris(2‐isopropylimidazol‐4(5)‐yl)phosphane oxide ligand (4‐TIPOiPr, 2a) show exactly these properties; in addition, the structure of the CoII complex 5·MeOH·Et2O shows striking similarity to the active site of CoII‐substituted carbonic anhydrase. 2a and its metal complexes are stable towards hydrolysis which is in contrast to the known sensitivity of (imidazol‐2‐yl)phosphane oxides.