N',N''',N'''''-tributyl-N,N'',N'''''-(nitrilotriethane-2,1-diyl)tris[urea]

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: N',N''',N'''''-tributyl-N,N'',N'''''-(nitrilotriethane-2,1-diyl)tris[urea]
• 英文别名: 1,1',1''-(nitrilotris(ethane-2,1-diyl))tris(3-butylurea)；1-[2-[Bis[2-(butylcarbamoylamino)ethyl]amino]ethyl]-3-butylurea；1-[2-[bis[2-(butylcarbamoylamino)ethyl]amino]ethyl]-3-butylurea
• 化学式: C₂₁H₄₅N₇O₃
• 分子量: 443.633
• InChiKey: FPAHIPFWLGJPIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  31
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  127
• 氢给体数：
  6
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 异氰酸正丁酯 以 四氢呋喃 为溶剂， 反应 2.0h， 以96%的产率得到N',N''',N'''''-tributyl-N,N'',N'''''-(nitrilotriethane-2,1-diyl)tris[urea]
  参考文献：
  名称：

  通过外层配位化学选择性萃取和运输[PtCl6] 2-阴离子

  摘要：

  铂的回收：结合有尿素，酰胺基或磺酰胺基氢键供体的三脚架受体显示出高负载度和选择性，可从低pH值水相到有机介质中通过氯化物（过量存在60倍）萃取[PtCl 6 ] 2-。数字）。单晶X射线结构测定可支持在有机溶剂中中性2：1 [LH] + / [PtCl 6 ] 2−包裹的形成。

  DOI：

  10.1002/chem.200802377

文献信息

• Selective Extraction and Transport of the [PtCl₆]²⁻Anion through Outer-Sphere Coordination Chemistry
  作者：Rebecca J. Warr、Arjan N. Westra、Katherine J. Bell、Jy Chartres、Ross Ellis、Christine Tong、Timothy G. Simmance、Anastasia Gadzhieva、Alexander J. Blake、Peter A. Tasker、Martin Schröder

  DOI：10.1002/chem.200802377

  日期：2009.5.4

  recovery: Tripodal receptors incorporating urea, amido or sulfonamido hydrogen‐bond donors show high loading and selectivity for extraction of [PtCl6]2− over chloride (present in 60‐fold excess) from a low pH aqueous phase to organic media (see figure). The formation of neutral 2:1 [LH]+/[PtCl6]2− packages in organic solvents is supported by single‐crystal X‐ray structure determinations.

  铂的回收：结合有尿素，酰胺基或磺酰胺基氢键供体的三脚架受体显示出高负载度和选择性，可从低pH值水相到有机介质中通过氯化物（过量存在60倍）萃取[PtCl 6 ] 2-。数字）。单晶X射线结构测定可支持在有机溶剂中中性2：1 [LH] + / [PtCl 6 ] 2−包裹的形成。
• Complexation of Anions Including Nucleotide Anions by Open-Chain Host Compounds with Amide, Urea, and Aryl Functions
  作者：Frank Werner、Hans-Jörg Schneider

  DOI：10.1002/(sici)1522-2675(20000216)83:2<465::aid-hlca465>3.0.co;2-f

  日期：2000.2.16

  A systematical evaluation of association constants between halide, phosphate, and carboxylate anions with N-methylformamide (1) and the related bidentate receptors 2-6 (derived from, e.g., phthalic acid or ethylenediamine) in CDCl3 as solvent yielded increments of complexation free-energy Delta Delta G for each single H-bond, which varied like, e.g., 5.1 kJ/mol (for Cl-), 4.0 kJ/mol (for Br-), 4.0 kJ/mol (for I-) (with values taken from Tables 1 and 2), in line with expected H-bond strength. The observed complexation induced NH-NMR shift (CIS) values also showed a regular change, in the case of 1 e.g., from 5.0 to 2.8 to 2.1 ppm (Table 1), with about half of these values with the bidentate ligands (Tables 2 and 3). Tridentate hosts led to a substantial binding increase, if strain-free convergence of all NH donor functions towards the anion was possible. The tris[urea] ligand 10 yielded, even in the polar solvent DMSO, with Cl- a Delta G of - 21.5 kJ/mol and with Br- of - 10.5 kJ/mol, whereas with I-, no association was detectable. The results demonstrated that small, inexpensive, and conformationally mobile host compounds can exhibit high affinities as well as descrimination with anions, as much as more preorganized receptors do which require multistep synthesis. The corresponding adamantyl derivative 13 allowed measurements also in CDCl3, with K = 4.3 . 10(4) M-1 for chloride (Table 7). Complexes with nucleotide anions were again particularly strong with the tridentate urea-based ligands, the latter being optimal ligands for chloride complexation. For the association of 10 with AMP(2-) and GMP(2-)in (D-6)DMSO, the association constants were 3 . 10(4) M-1 (Table 8) and almost the: same as with Cl-. In the case of the urea derivatives 17 18, and 21, containing only one phenyl or pyrenyl substituent, however, the Delta G values decreased in the order A > C > T > G (e.g. - 13.6, - 11.6, - 7.6, - 10.5 kJ/mol in the case of 17 resp.; Table 8). In H2O, the pyrenyl-substituted urea derivatives allow measurements with fluorescence, and, unexpectedly show only smaller nucleobase discrimination, with constants around 3 . 10(3) M-1.
• Tripodal Tris-Urea Derivatives as Gelators for Organic Solvents
  作者：Maaike de Loos、Alette G. J. Ligtenbarg、Jan van Esch、Huub Kooijman、Anthony L. Spek、Ronald Hage、Richard M. Kellogg、Ben L. Feringa

  DOI：10.1002/1099-0690(200011)2000:22<3675::aid-ejoc3675>3.3.co;2-b

  日期：2000.11
• Tripodal transmembrane transporters for bicarbonate
  作者：Nathalie Busschaert、Philip A. Gale、Cally J. E. Haynes、Mark E. Light、Stephen J. Moore、Christine C. Tong、Jeffery T. Davis、William A. Harrell, Jr.

  DOI：10.1039/c0cc01684e

  日期：——

  Easy-to-make tripodal tris-thiourea receptors based upon tris(2-aminoethyl)amine are capable of chloride/bicarbonate transport and as such represent a new class of bicarbonate transport agent.

  基于三（2-氨基乙基）胺的三硫脲受体易于制作，能够进行氯离子/碳酸氢盐转运，因此是一种新型碳酸氢盐转运剂。