N,N,N',N'-tetrakis(2-pyridylmethyl)-(R)-1,2-propylenediamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N,N',N'-tetrakis(2-pyridylmethyl)-(R)-1,2-propylenediamine
• 英文别名: (R)-(+)-N,N,N',N'-tetrakis(2-pyridylmethyl)propylenediamine；N,N,N',N'-tetrakid(2-pyridylmethyl)-(R)-propylenediamine；N,N,N',N'-tetrakis(2-pyridylmethyl)-(R)-propylenediamine；(R)-N,N,N',N'-tetrakis(2-pyridylmethyl)propylenediamine；R-tppn；(2R)-1-N,1-N,2-N,2-N-tetrakis(pyridin-2-ylmethyl)propane-1,2-diamine
• 化学式: C₂₇H₃₀N₆
• 分子量: 438.575
• InChiKey: AFOZQFFQJIQFBV-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  trans-[CoCl2(pyridine)4]Cl 、 N,N,N',N'-tetrakis(2-pyridylmethyl)-(R)-1,2-propylenediamine 在 NaClO₄ 作用下， 以 甲醇 、 水 为溶剂， 生成 [Co(N,N,N'N'-tetrakis(2-pyridylmethyl)-(R)-propylenediamine)](ClO4)3
  参考文献：
  名称：

  Toflund, Hans; Yde-Andersen, Steen, Acta chemica Scandinavica. Series A: Physical and inorganic chemistry, 1981, vol. 35, p. 575 - 586

  摘要：

  DOI：

文献信息

• A Pair of Seven-Coordinate Oxorhenium Complexes: [Re^IVO(tpen)]²⁺and [Re^VO(tpen)]³⁺(tpen =<i>N</i>,<i>N</i>,<i>N</i>′,<i>N</i>′-Tetrakis(2-pyridylmethyl)ethylenediamine)
  作者：Hai-Ying Jin、Shinji Ikari、Kimiko Kobayashi、Keisuke Umakoshi、Hideki Sugimoto、Ayako Mitani、Masaaki Abe、Yoichi Sasaki、Tasuku Ito

  DOI：10.1246/bcsj.77.1139

  日期：2004.6

  A pair of seven-coordinate oxorhenium complexes of N,N,N′,N′-tetrakis(2-pyridylmethyl)ethylenediamine (tpen), [ReIVO(tpen)](ClO4)2 (1) and [ReVO(tpen)](ClO4)3 (2), and its R-1,2-propylenediamine analogue (R-tppn), have been prepared. X-ray structural analyses indicate that the structure of complex cation in 1 is best described as a monocapped trigonal prism with the oxo ligand as a cap. The four pyridylmethyl nitrogen atoms are essentially planar. On the other hand, the structure of complex cation in 2 is approximated as a pentagonal bipyramid, in which the four pyridyl nitrogen atoms take a tetrahedrally distorted arrangement. The structural difference is discussed in terms of different d-electron numbers. The μeff value of 1 at 300 K is 1.99 B.M. which corresponds to S = 1/2, while 2 is diamagnetic. The complexes show a reversible redox wave (Re(IV/V)) at +0.31 V vs Ag/AgCl in 0.1 M (n-C4H9)4NPF6 acetonitrile solution. In acetonitrile–aqueous buffer solution (2 < pH < 12), in addition to a pH independent Re(IV/V) wave at +0.18 V vs Ag/AgCl, a pH-dependent quasi-reversible Re(III/IV) wave with a slope of −0.056 V/pH-unit was observed, indicating that the relevant Re(III) species is [Re(OH)(tpen)]2+. The weak absorption peaks of 1 (in acetonitrile) at 836 and 511 nm and those of 2 (in water) at 800, 633, and 408 nm may be assigned to d–d transitions, while the peaks at 428, 381, and 361 nm of 1 may be of charge transfer origin.

  我们制备了一对 N,N,N′,N′-四(2-吡啶基甲基)乙二胺（tpen）的七配位羰基络合物 [ReIVO(tpen)](ClO4)2 (1) 和 [ReVO(tpen)](ClO4)3 (2)，以及它的 R-1,2-丙二胺类似物 (R-tppn)。X 射线结构分析表明，1 中配合物阳离子的结构最适合描述为以氧配体为帽的单帽三棱柱。四个吡啶甲基氮原子基本上是平面的。另一方面，2 中配合物阳离子的结构近似为五角双棱柱，其中四个吡啶基氮原子呈四面体扭曲排列。这种结构上的差异可以通过不同的 d 电子数来讨论。1 在 300 K 时的μeff 值为 1.99 B.M.，相当于 S = 1/2，而 2 则具有二磁性。在 0.1 M (n-C4H9)4NPF6乙腈溶液中，这些配合物对 Ag/AgCl 显示出+0.31 V 的可逆氧化还原波（Re(IV/V)）。在乙腈-缓冲水溶液（2 < pH < 12）中，除了与 pH 值无关的 Re(IV/V) 波（+0.18 V vs Ag/AgCl）外，还观察到与 pH 值有关的准可逆 Re(III/IV) 波，斜率为 -0.056 V/pH-单位，表明相关的 Re(III) 物种是 [Re(OH)(tpen)]2+。1 （在乙腈中）在 836 和 511 纳米波长处的微弱吸收峰以及 2 （在水中）在 800、633 和 408 纳米波长处的吸收峰可能是 d-d 转变，而 1 在 428、381 和 361 纳米波长处的吸收峰可能是电荷转移引起的。
• A europium(<scp>III</scp>)-N,N,N′,N′-tetrakis(2-pyridylmethyl)-(R)-propylenediamine complex as a new chiral lanthanide NMR shift reagent for aqueous neutral solution
  作者：Ryoichi Hazama、Keisuke Umakoshi、Chizuko Kabuto、Kuninobu Kabuto、Yoichi Sasaki

  DOI：10.1039/cc9960000015

  日期：——

  A new chiral lanthanide shift reagent [(EuCl2)-Cl-III(R)-tppn}]ClO4 which is structurally characterized by X-ray crystallography, resolves the enantiomer signals of alpha-amino acids in neutral aqueous solution and affords a good relation between the relative signal position of enantiomers and their absolute configurations.
• Hazama, Ryoichi; Umakoshi, Keisuke; Ichimura, Akio, Bulletin of the Chemical Society of Japan, 1995, vol. 68, p. 456 - 468
  作者：Hazama, Ryoichi、Umakoshi, Keisuke、Ichimura, Akio、Ikari, Shinji、Sasaki, Yoichi、et al.

  DOI：——

  日期：——
• Sokolov, Maxim; Umakoshi, Keisuke; Sasaki, Yoichi, Inorganic Chemistry, 2002, vol. 41, p. 6237 - 6243
  作者：Sokolov, Maxim、Umakoshi, Keisuke、Sasaki, Yoichi

  DOI：——

  日期：——
• Toflund, Hans; Yde-Andersen, Steen, Acta chemica Scandinavica. Series A: Physical and inorganic chemistry, 1981, vol. 35, p. 575 - 586
  作者：Toflund, Hans、Yde-Andersen, Steen

  DOI：——

  日期：——