4',5'-bis(methyloxycarbonyl)dithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline | 1288987-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 4',5'-bis(methyloxycarbonyl)dithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline
• 英文别名: Dimethyl 2-([1,3]dithiolo[4,5-f][1,10]phenanthrolin-2-ylidene)-1,3-dithiole-4,5-dicarboxylate；dimethyl 2-([1,3]dithiolo[4,5-f][1,10]phenanthrolin-2-ylidene)-1,3-dithiole-4,5-dicarboxylate
• CAS: 1288987-87-0
• 化学式: C₂₀H₁₂N₂O₄S₄
• 分子量: 472.59
• InChiKey: YUUUFMGEHSXOEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  180
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4',5'-bis(methyloxycarbonyl)dithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline 、 [Cu(I)(Binap)(MeCN)₂]BF₄ 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 以48%的产率得到
  参考文献：
  名称：

  涉及四硫联富富烯融合的菲咯啉配体的两种CuI配合物的合成和性质。

  摘要：

  基于π共轭四硫富瓦烯-环菲咯啉配体的两个CuI配合物（TTF-Phen，L1和L2），[CuI（Xantphos）（L1）] BF4（1，Xantphos = 9,9-二甲基-4,5-bis合成了（二苯基膦基）x吨和[CuI（Binap）（L2）] BF4（2，Binap ＝ 2，2′-双（二苯基膦基）-1，1′-联萘基）。已对其进行了充分表征，并与L1和L2一起报道了它们的光物理和电化学性质，以进行比较。两种CuI配合物均显示出金属到配体的电荷转移（MLCT）吸收带，而3MLCT发光则被强烈淬灭。

  DOI：

  10.17344/acsi.2017.3423
• 作为产物：
  描述：

  1,3-二硫杂环戊二烯-2-硫酮-4,5-二甲酸二甲酯 、 1,3-dithiolo[4,5-f][1,10]phenanthrolin-2-thione 在 三甲氧基磷 作用下， 以 邻二氯苯 为溶剂， 反应 6.0h， 以40%的产率得到4',5'-bis(methyloxycarbonyl)dithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline
  参考文献：
  名称：

  Syntheses, Characterization, and Properties of Rhenium(I) Tricarbonyl Complexes with Tetrathiafulvalene-Fused Phenanthroline Ligands

  摘要：

  A series of tetrathiafulvalene-annulated phenanthroline ligands, 4',5'-dimethyldithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline (L-1), 4',5'-ethylenedithiotetrathiafulvenyl[4,5-f] [1,10] phenanthroline (L-2), and 4',5'-bis(methyloxycarbonyl)dithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline (L-3), have been prepared by a facile and efficient synthetic procedure under mild conditions. Further coordination reactions of these ligands with Re (CO)(5) Cl afford new rhenium tricarbonyl complexes, Re(CO)(3)Cl(L) (L = L-1, 3a; L = L-2, 3b; L = L-3, 3c), respectively. X-ray crystal structure determinations on 3a,c reveal that the ligands are nearly planar and they show a unique packing mode in the solid state. The electrochemical and spectroscopic behavior of these compounds (L-1-L-3, 3a-c) has been studied. The results suggest that the redox-active tetrathiafulvalene-phenanthroline ligands are useful for new metal complexes.

  DOI：

  10.1021/om101141h

文献信息

• Syntheses, characterization and properties of oxo-centered triruthenium cluster with tetrathiafulvalene-fused ligands
  作者：Jie Qin、Ya Liao、Xiao-Yu Chen、Chen-Xi Qian、Jing-Lin Zuo、Xiao-Zeng You

  DOI：10.1016/j.jorganchem.2012.05.029

  日期：2012.10

  A series of oxo-centered triruthenium–acetate complexes with tetrathiafulvalene-fused ligands, [Ru3O(OAc)6(py)2(dtpy)](PF6) (2, py = pyridine, dtpy = 4′,5′-dimethyldithiotetrathiafulvenyl-4-pyridine), [Ru3O(OAc)5μ-η1(C), η2(N,N)-L}(py)2](PF6) (L = dtpn, 3, L = btpn, 4; dtpn = 4′,5′-dimethyldithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline, btpn = 4′,5′-bis(methyloxycarbonyl)dithiotetrathiafulvenyl[4

  一系列以四硫富富瓦烯稠合的配体，[Ru 3 O（OAc）6（py）2（dtpy）]（PF 6）（2，py =吡啶，dtpy = 4′，5′ ）的以氧代为中心的三钌-乙酸盐络合物。 -dimethyldithiotetrathiafulvenyl -4-吡啶），的[Ru 3 O（OAc）5 μ-η 1（C），η 2（N，N）-L}（PY）2 ]（PF 6）（L = DTPN，3，L = btpn，4 ; dtpn = 4'，5'-二甲基二硫代四硫富烯基[4,5-f] [1,10]菲咯啉，btpn = 4'，5'-双（甲氧羰基）二硫代四硫富烯基[4,5-f]已制备[1,10]菲咯啉。这些新化合物的特征是紫外可见，红外，1 H NMR，ESI-MS光谱方法和元素分析。循环伏安法和微分脉冲伏安法表明，所有化合物在溶液中均表现出有趣的逐步氧化还原过程。
• Synthesis and Properties of two CuI Complexes Involving Tetrathia-fulvalene-Fused Phenanthroline Ligand
  作者：Zhi-Gang Niu、Xue-You Wang、Hao-Hua Chen、Xun Wang、Sun Wei、Dong-Min Wu、Guang-Ying Chen、Jie Qin、Gao-Nan Li

  DOI：10.17344/acsi.2017.3423

  日期：2017.9.10

  π-conjugated tetrathiafulvalene-annulated phenanthroline ligands (TTF-Phen, L1 and L2), [CuI(Xantphos)(L1)]BF4 (1, Xantphos = 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene) and [CuI(Binap)(L2)]BF4 (2, Binap = 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl), have been synthesized. They have been fully characterized, and their photophysical and electrochemical properties are reported together with those of

  基于π共轭四硫富瓦烯-环菲咯啉配体的两个CuI配合物（TTF-Phen，L1和L2），[CuI（Xantphos）（L1）] BF4（1，Xantphos = 9,9-二甲基-4,5-bis合成了（二苯基膦基）x吨和[CuI（Binap）（L2）] BF4（2，Binap ＝ 2，2′-双（二苯基膦基）-1，1′-联萘基）。已对其进行了充分表征，并与L1和L2一起报道了它们的光物理和电化学性质，以进行比较。两种CuI配合物均显示出金属到配体的电荷转移（MLCT）吸收带，而3MLCT发光则被强烈淬灭。
• Syntheses, Characterization, and Properties of Rhenium(I) Tricarbonyl Complexes with Tetrathiafulvalene-Fused Phenanthroline Ligands
  作者：Jie Qin、Liang Hu、Gao-Nan Li、Xi-Sen Wang、Yan Xu、Jing-Lin Zuo、Xiao-Zeng You

  DOI：10.1021/om101141h

  日期：2011.4.25

  A series of tetrathiafulvalene-annulated phenanthroline ligands, 4',5'-dimethyldithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline (L-1), 4',5'-ethylenedithiotetrathiafulvenyl[4,5-f] [1,10] phenanthroline (L-2), and 4',5'-bis(methyloxycarbonyl)dithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline (L-3), have been prepared by a facile and efficient synthetic procedure under mild conditions. Further coordination reactions of these ligands with Re (CO)(5) Cl afford new rhenium tricarbonyl complexes, Re(CO)(3)Cl(L) (L = L-1, 3a; L = L-2, 3b; L = L-3, 3c), respectively. X-ray crystal structure determinations on 3a,c reveal that the ligands are nearly planar and they show a unique packing mode in the solid state. The electrochemical and spectroscopic behavior of these compounds (L-1-L-3, 3a-c) has been studied. The results suggest that the redox-active tetrathiafulvalene-phenanthroline ligands are useful for new metal complexes.