N-(2-methoxydibenzofuran-3-yl)-2-[4-[2-[(2-methoxydibenzofuran-3-yl)amino]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetamide | 1256749-70-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: N-(2-methoxydibenzofuran-3-yl)-2-[4-[2-[(2-methoxydibenzofuran-3-yl)amino]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetamide
• CAS: 1256749-70-8
• 化学式: C₃₈H₄₂N₆O₆
• 分子量: 678.788
• InChiKey: MQWICXKPUOELIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  50
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  3-氨基-2-甲氧基二苯并呋喃 在 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 168.33h， 生成 N-(2-methoxydibenzofuran-3-yl)-2-[4-[2-[(2-methoxydibenzofuran-3-yl)amino]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetamide
  参考文献：
  名称：

  Synthesis, characterization and coordination chemistry of dibenzofuran derivatives of 1,4,7,10-tetraazacyclododecane

  摘要：

  A 1,4-disubstituted dibenzofuran derivative of 1,4,7,10-tetraazacyclododecane (cyclen), L1, has been prepared by the direct reaction of cyclen and chloroacetyldibenzofuran and the mono-substituted derivative, L2, by reaction of chloroacetyldibenzofuran and 1,4,7-tris(t-butoxycarbonyl)-1,4,7,10-tetraazacyclododecane followed by deprotection with trifluoroacetic acid. The ligands were characterized by H-1 and C-13 NMR spectroscopy, IR spectroscopy and mass spectrometry. The reaction of the 1,4-disubstituted dibenzofuran cyclen, L1, with Cu(ClO4)(2)center dot 6H(2)O in methanol yielded crystals of [CuL1](ClO4)(2)center dot MeOH center dot 1/2H(2)O that were suitable for single crystal structural analysis. The X-ray structure confirmed that the 1,4-disubstituted dibenzofuran cyclen had been formed. The copper(II) coordination sphere in the complex cation, [CuL1](2+), is occupied by four nitrogen atoms from the macrocycle and an amide oxygen donor from one dibenzofuran pendant group. As is typical for copper(II)-cyclen complexes, the Cu(II) centre sits above the plane of the macrocycle nitrogen towards the oxygen donor, in this case by 0.5 angstrom. Fluorescence emission studies indicate that coordination of the macrocycle to either copper(II) or zinc(II) results in a decrease in emission with respect to the emission of the pure ligand. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.04.039

文献信息

• Synthesis, characterization and coordination chemistry of dibenzofuran derivatives of 1,4,7,10-tetraazacyclododecane
  作者：T.K. Venkatachalam、Jose Barreto、Ute Kreher、David C. Reutens、Leone Spiccia

  DOI：10.1016/j.ica.2010.04.039

  日期：2010.10

  A 1,4-disubstituted dibenzofuran derivative of 1,4,7,10-tetraazacyclododecane (cyclen), L1, has been prepared by the direct reaction of cyclen and chloroacetyldibenzofuran and the mono-substituted derivative, L2, by reaction of chloroacetyldibenzofuran and 1,4,7-tris(t-butoxycarbonyl)-1,4,7,10-tetraazacyclododecane followed by deprotection with trifluoroacetic acid. The ligands were characterized by H-1 and C-13 NMR spectroscopy, IR spectroscopy and mass spectrometry. The reaction of the 1,4-disubstituted dibenzofuran cyclen, L1, with Cu(ClO4)(2)center dot 6H(2)O in methanol yielded crystals of [CuL1](ClO4)(2)center dot MeOH center dot 1/2H(2)O that were suitable for single crystal structural analysis. The X-ray structure confirmed that the 1,4-disubstituted dibenzofuran cyclen had been formed. The copper(II) coordination sphere in the complex cation, [CuL1](2+), is occupied by four nitrogen atoms from the macrocycle and an amide oxygen donor from one dibenzofuran pendant group. As is typical for copper(II)-cyclen complexes, the Cu(II) centre sits above the plane of the macrocycle nitrogen towards the oxygen donor, in this case by 0.5 angstrom. Fluorescence emission studies indicate that coordination of the macrocycle to either copper(II) or zinc(II) results in a decrease in emission with respect to the emission of the pure ligand. (C) 2010 Elsevier B. V. All rights reserved.