bis((6-methyl-2-pyridyl)methyl)(2-pyridylmethyl)amine | 25599-10-4

• 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: bis((6-methyl-2-pyridyl)methyl)(2-pyridylmethyl)amine
• 英文别名: (pyridin-2-ylmethyl)bis(6-methylpyridin-2-ylmethyl)amine；Bis-(6-methyl-2-pyridylmethyl)(2-pyridylmethyl)amine；N,N-bis[(6-methylpyridin-2-yl)methyl]-1-pyridin-2-ylmethanamine
• CAS: 25599-10-4
• 化学式: C₂₀H₂₂N₄
• 分子量: 318.421
• InChiKey: YKAVSRCPSRSQRR-UHFFFAOYSA-N

物化性质

• 沸点：
  423.4±40.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis((6-methyl-2-pyridyl)methyl)(2-pyridylmethyl)amine 以 乙醚 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Models for Nonheme Iron Intermediates:  Structural Basis for Tuning the Spin States of Fe(TPA) Complexes

  摘要：

  Our efforts to model the oxygen activation chemistry of nonheme iron enzymes have yielded transient intermediates with novel properties. These properties can be dramatically affected by the introduction of a 6-methyl substituent on the pendant pyridines of the tetradentate ligand TPA (TPA = tris(2-pyridylmethyl)amine). A series of Fe(TPA) complexes has thus been synthesized and characterized to provide the structural basis for these dramatic effects. The following complexes have been obtained: [Fe(L)(CH3CN)(2)](ClO4)(2) (1, L = TPA; 2, L = 6-MeTPA; 3, L = 6-Me(2)TPA; 4, L = 6-Me(3)TPA) and [Fe(L)(acac)](ClO4)(2) (5, L = TPA; 6, L = 5-Me(3)TPA; 7, L = 6-MeTPA). As indicated by H-1 NMR and/or EPR, 1, 5, and 6 wish no 6-methyl substituent are low spin, while complexes 2, 3, 4, and 7 with at least one 6-methyl substituent are all high spin, with higher redox potentials than their low-spin counterparts. The ligands with 6-methyl substituents thus favor a metal center with a larger ionic radius, i.e., Fe-II over Fe-III and high spin over low spin. Careful scrutiny of the crystal structures of 1, 4, 6, and 7 reveals that one hydrogen of the 6-methyl group is only 2.7 Angstrom away from the metal center in the high-spin complexes. Its presence thus prevents the pyridine nitrogen from forming an Fe-N bond shorter than 2.1 Angstrom as required for an iron center to adopt a low-spin configuration. This steric effect of the 6-methyl substituent serves as a simple but very useful ligand design tool to tune the electronic properties of the metastable alkylperoxoiron(III) species derived from the reactions of 1-4 with tert-butyl hydroperoxide. These intermediates serve as models for low-spin and high-spin peroxoiron(III) species in the reaction cycles of the antitumor drug bleomycin and lipoxygenase, respectively. Similar principles apply in the design of nonheme diiron(II) complexes that reversibly bind dioxygen and of high-valent bis(mu-oxo)diiron complexes that model the high-valent intermediates in the redox cycles of nonheme diiron enzymes such as methane monooxygenase and ribonucleotide reductase.

  DOI：

  10.1021/ja9638521
• 作为产物：
  描述：

  6-甲基-2-吡啶基甲醇 在 磺酰氯 作用下， 以 四氯化碳 为溶剂， 生成 bis((6-methyl-2-pyridyl)methyl)(2-pyridylmethyl)amine
  参考文献：
  名称：

  基于三脚架吡啶胺衍生物的 铜（ii）配合物作为有效的抗癌药†

  摘要：

  的配合物[铜（TPA）CL] CLO 4 ·½H 2 O（1-CLO 4），[Cu（上6- MeTPA）CL] CLO 4 / PF 6（ 2-CLO 4 / 2-PF 6），[铜（6-Me 2 TPA）Cl] PF 6（3-PF 6），[Cu（BPQA）Cl] ClO 4 / PF 6（4-ClO 4 / 4-PF 6），[Cu（BPQA）Cl] ClO 4 / PF 6（4-ClO 4 / 4-PF 6），[Cu（BQPA）Cl] ClO 4 / PF 6（5-ClO 4 / PF 6），[Cu（L 1）Cl] ClO 4 / PF 6（6-ClO 4 / 6-PF 6），[Cu（L 2）Cl] ClO 4（7-ClO 4）合成了[Cu（L 3）Cl] ClO 4（8-ClO 4），并通过光谱技术和单X射线晶体学对其结构进行了表征。在体外的细胞毒性所制备的铜（II）针对A2780（卵巢

  DOI：

  10.1039/c9nj00061e

文献信息

• Impact of Intramolecular Hydrogen Bonding on the Reactivity of Cupric Superoxide Complexes with O−H and C−H Substrates
  作者：Daniel E. Diaz、David A. Quist、Austin E. Herzog、Andrew W. Schaefer、Ioannis Kipouros、Mayukh Bhadra、Edward I. Solomon、Kenneth D. Karlin

  DOI：10.1002/anie.201908471

  日期：2019.12.2

  spectroscopy. The structures and physical properties of [( TMPA)CuII(N3−)]+ azido analogues were compared, and the O2.− reactivity of ligand–CuI complexes when an H‐bonding moiety is replaced by a methyl group was contrasted. A drastic enhancement in the reactivity of the cupric superoxide towards phenolic substrates as well as oxidation of substrates possessing moderate C−H bond‐dissociation energies is observed

  在-135°C和2-温度下研究了带有和不带有二级配位球氢键部分的一系列基于TMPA的铜（I）配合物（TMPA = tris（2-吡啶基甲基）胺）的双氧反应性。甲基四氢呋喃（MeTHF）。H键合的[（ TMPA）Cu II（O 2 .-）] +超氧化铜物质的动力学稳定，并通过共振拉曼（rR）光谱对其进行了表征。的结构和[（物理性质 TMPA）的Cu II（N 3 -）] +叠氮基类似物进行了比较，并且O 2 .-配体的Cu的反应性我比较了当H键部分被甲基取代时的复合物。观察到过氧化铜对酚醛底物的反应性显着增强，以及具有适度C-H键解离能的底物的氧化，与H键合基团的数量和强度相关。
• Near infrared ray absorbent composition, near infrared ray cut filter, solid image pickup element, and camera module
  申请人：FUJIFILM Corporation

  公开号：US10215898B2

  公开（公告）日：2019-02-26

  Provided are a near infrared ray absorbent composition which can form a cured film having excellent near infrared ray shielding properties, a near infrared ray cut filter, a manufacturing method of a near infrared ray cut filter, a solid image pickup element, and a camera module. The near infrared ray absorbent composition includes a copper complex that is other than a copper phthalocyanine complex and has a maximum absorption wavelength in a wavelength range of 700 to 1,200 nm and in which a molar light absorption coefficient at the maximum absorption wavelength is greater than or equal to 100 (L/mol·cm).

  提供了一种近红外线吸收组合物，可以形成具有优异近红外线屏蔽性能的固化膜，一种近红外线切割滤光片，一种近红外线切割滤光片的制造方法，一种固态图像拾取元件和一种摄像头模块。该近红外线吸收组合物包括一种铜络合物，该铜络合物不同于铜酞菁络合物，在波长范围为700至1,200纳米的范围内具有最大吸收波长，并且在最大吸收波长处的摩尔光吸收系数大于或等于100（L/mol·cm）。
• 光诱导一氧化碳释放分子及其制备方法
  申请人：西北大学

  公开号：CN107312024A

  公开（公告）日：2017-11-03

  本发明公开了光诱导一氧化碳释放分子(photoCORMs)及其制备方法，其中，该photoCORMs采用模块化设计，由CO释放单元、支持配体和金属锌离子共同合成，选用4‑MeOFLH或4‑MeOFLTH作为CO释放单元，选用6‑Me2TPA作为支持配体，CO释放单元和支持配体独立存在于photoCORMs中；该photoCORMs的制备方法包括以下步骤：(1)以对甲氧基苯甲醛和2‑羟基苯乙酮为起始原料合成4‑MeOFLH或4‑MeOFLTH；(2)以2‑(氨甲基)吡啶为起始原料合成6‑Me2TPA；(3)将CO释放单元和支持配体与金属锌离子进行反应合成photoCORMs。本发明的有益之处在于：(1)photoCORMs的CO释放性能好，经可见光就可诱导CO释放，并且作为CO释放药物可大大降低分子对身体的副作用；(2)合成步骤明确，过程可控，可进行规模化生产。
• Efficient hydrolytic cleavage of plasmid DNA by chloro-cobalt(ii) complexes based on sterically hindered pyridyl tripod tetraamine ligands: synthesis, crystal structure and DNA cleavage
  作者：Salah S. Massoud、Richard S. Perkins、Febee R. Louka、Wu Xu、Anne Le Roux、Quentin Dutercq、Roland C. Fischer、Franz A. Mautner、Makoto Handa、Yuya Hiraoka、Gabriel L. Kreft、Tiago Bortolotto、Hernán Terenzi

  DOI：10.1039/c4dt00615a

  日期：——

  Four new cobalt(II) complexes [Co(6-MeTPA)Cl]ClO4/PF6 (2/2a), [Co(6-Me2TPA)Cl]ClO4/PF6 (3/3a), [Co(BPQA)Cl]ClO4/PF6 (4/4a) and [Co(BQPA)Cl]ClO4/PF6 (5/5a) as well as [Co(TPA)Cl]ClO4 (1) where TPA = tris(2-pyridylmethyl)amine, 6-MeTPA = ((6-methyl-2-pyridyl)methyl)bis(2-pyridylmethyl)amine, 6-Me2TPA = bis(6-methyl-2-pyridyl)methyl)-(2-pyridylmethyl)amine, BPQA = bis(2-pyridylmethyl)-(2-quinolylmethyl)-amine

  四种新的钴（II）配合物[Co（6-MeTPA）Cl] ClO 4 / PF 6（2 / 2a），[Co（6-Me 2 TPA）Cl] ClO 4 / PF 6（3 / 3a），[ Co（BPQA）Cl] ClO 4 / PF 6（4 / 4a）和[Co（BQPA）Cl] ClO 4 / PF 6（5 / 5a）以及[Co（TPA）Cl] ClO 4（1）其中TPA =三（2-吡啶基甲基）胺，6-MeTPA =（（6-甲基-2-吡啶基）甲基）双（2-吡啶基甲基）胺，6-Me 2TPA =双（6-甲基-2-吡啶基）甲基）-（2-吡啶基甲基）胺，BPQA =双（2-吡啶基甲基）-（2-喹啉基甲基）-胺，BQPA =双（2-喹啉基甲基）-（2合成了-吡啶基甲基）胺并对其结构进行了表征。单晶X射线晶体学证实了配合物2a-5a的扭曲的三角双锥体几何形状。CH 3 CN–H 2 O混合物中配合物的分光
• Reactivity of Copper(I) Complexes Containing Various Tetradentate Tripodal Ligands with Molecular Oxygen
  作者：Kounosuke Uozumi、Yoshihito Hayashi、Masatatsu Suzuki、Akira Uehara

  DOI：10.1246/cl.1993.963

  日期：1993.6

  Reactivity of copper(I) complexes [Cu(L)]+ containing a series of tetradentate tripodal ligands, (6-methyl-2-pyridylmethyl)m(2-pyridylmethyl)(3−m)amine (m = 1, 2, or 3) with molecular oxygen was in...

  铜 (I) 配合物 [Cu(L)]+ 的反应性包含一系列四齿三足配体，(6-甲基-2-吡啶基甲基)m(2-吡啶基甲基)(3-m)胺 (m = 1, 2,或 3) 分子氧在...