N-(2-pyridyl-methyl)-N-(1H-2-pyrrolyl-methyl)amine | 247163-01-5

• 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-(2-pyridyl-methyl)-N-(1H-2-pyrrolyl-methyl)amine
• 英文别名: N-(2-pyridylmethyl)-N-(1H-2-pyrrolylmethyl)amine；N-(2-pyridylmethyl)-N-(1H-pyrrolylmethyl)amine；2-(N-{(2-pyridyl)methyl}aminomethyl)pyrrole；N-(pyridin-2-ylmethyl)-1-(1H-pyrrol-2-yl)methanamine
• CAS: 247163-01-5
• 化学式: C₁₁H₁₃N₃
• mdl: MFCD16661964
• 分子量: 187.244
• InChiKey: DFWWPOCSQLVHDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium 、 N-(2-pyridyl-methyl)-N-(1H-2-pyrrolyl-methyl)amine 在 Na₂CO₃ 作用下， 以 甲醇 、 水 为溶剂， 以56%的产率得到(η(4)-cycloocta-1,5-diene)[N-(2-pyridylmethyl)-N-(2-pyrrolatomethyl)amine]rhodium(I)
  参考文献：
  名称：

  吡啶-胺-吡咯配体复合 [RhI(cod)]+ 和 [IrI(cod)]+ 的多样性

  摘要：

  [RhI(cod)]+ 和 [IrI(cod)]+ 通过新的吡啶-胺-吡咯配体 Py–CH2–N(R)–CH2–Pyr–H (HLR; R = H, Bzl, Bu ) 和相应的吡啶-胺-吡咯配体 [Py-CH2-N(R)-CH2-Pyr]- (LR-; R = H, Bzl, Bu, CH2Py) 已被研究。中性配体 HLR (R = H, Bu, Bzl) 得到 [(HLR)MI(cod)]+ (M = Rh, Ir)，其中 HLR 通过吡啶氮 (NPy) 和胺氮充当双齿配体(NRamine)。[(HLH)MI(cod)]PF6 (M = Rh: [1]PF6 和 M = Ir: [2]PF6) 的晶体结构已经确定。[(HLR)MI(cod)]+ (M = Rh, Ir; R = H, Bzl, Bu) 的去质子化产生中性复合物 [(LR)MI(cod)] (M = Rh, Ir)单阴离子配体

  DOI：

  10.1002/(sici)1099-0682(199909)1999:9<1581::aid-ejic1581>3.0.co;2-1
• 作为产物：
  描述：

  2-吡咯甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 3.17h， 生成 N-(2-pyridyl-methyl)-N-(1H-2-pyrrolyl-methyl)amine
  参考文献：
  名称：

  吡啶-胺-吡咯配体复合 [RhI(cod)]+ 和 [IrI(cod)]+ 的多样性

  摘要：

  [RhI(cod)]+ 和 [IrI(cod)]+ 通过新的吡啶-胺-吡咯配体 Py–CH2–N(R)–CH2–Pyr–H (HLR; R = H, Bzl, Bu ) 和相应的吡啶-胺-吡咯配体 [Py-CH2-N(R)-CH2-Pyr]- (LR-; R = H, Bzl, Bu, CH2Py) 已被研究。中性配体 HLR (R = H, Bu, Bzl) 得到 [(HLR)MI(cod)]+ (M = Rh, Ir)，其中 HLR 通过吡啶氮 (NPy) 和胺氮充当双齿配体(NRamine)。[(HLH)MI(cod)]PF6 (M = Rh: [1]PF6 和 M = Ir: [2]PF6) 的晶体结构已经确定。[(HLR)MI(cod)]+ (M = Rh, Ir; R = H, Bzl, Bu) 的去质子化产生中性复合物 [(LR)MI(cod)] (M = Rh, Ir)单阴离子配体

  DOI：

  10.1002/(sici)1099-0682(199909)1999:9<1581::aid-ejic1581>3.0.co;2-1

文献信息

• Signaling preferences of substituted pyrrole coupled six-membered rhodamine spirocyclic probes for Hg²⁺ ion detection
  作者：Biswonath Biswal、Debajani Mallick、Bamaprasad Bag

  DOI：10.1039/c5ob02606g

  日期：——

  Six-membered spiro-ring expanded probes in rhodamine scaffolds exhibit Hg²⁺ ion specific dual mode signaling responses; specificity is achieved with tuning substituents on the appended pyrrole receptor.

  在罗丹明骨架中展开的六元螺环扩展探针表现出Hg²⁺离子特异的双模信号响应；通过调节附加吡咯受体上的取代基实现特异性。
• New Amine-Based Tripodal Copper Catalysts for Atom Transfer Radical Polymerization
  作者：Yoshihisa Inoue、Krzysztof Matyjaszewski

  DOI：10.1021/ma049874m

  日期：2004.6.1

  Three new amine-based tripodal copper complexes-tris(2-(diethylamino)ethyl)amine/CuBr (Et6TREN/CuBr), 2,4-dimethyl-6-bis(2-(dimethylamino)ethyl)aminomethylphenoxy (N-tetramethyltriaminephenoxy) (Me(4)TAPH/Cu-II), and N,N-bis[(2-pyridyl)methyl]-2-aminomethylpyrrolide (BPPY/Cu-1)were prepared and investigated as ATRP catalysts in order to understand the effect of steric hindrance and the presence of a charged anionic group on the performance of catalysts based on branched tetradentate amine ligands in ATRP. Catalysts based on these ligands were evaluated for n-butyl acrylate (BA) polymerization, and their performance was compared with those of known analogues: Me6TREN and N-tetraethyltriaminephenoxy (Et(4)TAPH) copper complexes. When compared to Me6TREN/CuBr-mediated polymerization, the more sterically hindered Et6TREN/CuBr catalyst complex promoted a much slower and less controlled BA polymerization. This indicates that bulkiness around the metal center had a strong effect on the ATRP equilibrium. The Me(4)TAPH copper(II) complex was also synthesized and used as an ATRP catalyst in a simultaneous reverse and normal initiation system. The rate of propagation was slightly lower, and control over the polymerization was poorer, than in a Me6TREN-mediated polymerization. However, its catalytic performance was much better than the N-tetraethyl analogue, Et(4)TAPH, copper complex. The much less hindered BPPY copper(l) complex promoted faster BA polymerization in DMF than Me6TREN/CuBr-mediated polymerization, but the control over the polymerization was poor. These results indicate that steric hindrance is an important factor for developing new catalyst complexes for both high activity and control over ATRP. Selected complexes with charged ligands demonstrated enhanced ATRP activity.
• Amido-bridged dinuclear rhodium(I) complexes by deprotonation of mononuclear rhodium(I) amine complexes
  作者：Bas de Bruin、Theo P.J. Peters、Nicolaas N.F.A. Suos、René de Gelder、Jan M.M. Smits、Anton W. Gal

  DOI：10.1016/s0020-1693(02)01030-7

  日期：2002.9

  The preparation of a series of new amido bridged binuclear complexes [(N-N-N)Rh-2(1) (cod)(2)] (cod = Z,Z- 1,5-cyclooctadiene), [(N-N-N)Rh-2(1) (hed)(2)] (hed = 1,5-hexadiene) and [(N-N-N)Rh-2(1) (CO)(4)] is reported. These complexes contain chelating imidazoleamido-imidazole, pyridine-amido-pyridine and pyridine-amido-pyrrolate ligands (N-N-N). The cod complexes have been prepared through deprotonation of their mononuclear amine precursors [(N-HN-N)Rh-1(cod)] in the presence of [Rh-1(cod)](+). Reaction of the binuclear complexes [(N-N-N)Rh-2(1) (cod)(2)] with CO results in the complexes [(N-N-N)Rh-2(1) (CO)(4)]. For N-N-N= chelating imidazole-amido-imidazole ligand, the X-ray structures of [(N-N-N)Rh-2(1)(cod)(2)], [(N-N-N)Rh-2(1)(CO)(4)], and their mononuclear amine precursor [(N-HN-N)Rh-1(cod)] are reported. Electrochemical oxidation of the complexes is related to the relative donor strength of the N-ligands. (C) 2002 Elsevier Science B.V. All rights reserved.