4-(2-tetrathiafulvalenyl-ethenyl)pyridine | 237079-65-1

• 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: 4-(2-tetrathiafulvalenyl-ethenyl)pyridine
• 英文别名: TTFCHCHPy；4-{2-[2-(2H-1,3-Dithiol-2-ylidene)-2H-1,3-dithiol-4-yl]ethenyl}pyridine；4-[2-[2-(1,3-dithiol-2-ylidene)-1,3-dithiol-4-yl]ethenyl]pyridine
• CAS: 237079-65-1
• 化学式: C₁₃H₉NS₄
• 分子量: 307.485
• InChiKey: VACOANJCGOKJFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tetrabutylammonium octa-μ3-bromo-hexa(trifluoromethanesulfonato)octahedro-hexamolybdate(2-) 、 4-(2-tetrathiafulvalenyl-ethenyl)pyridine 以 四氢呋喃 为溶剂， 生成 Mo6Br8(TTFCHCHPy)6(triflate)4
  参考文献：
  名称：

  基于 TTF-CH=CH-Py 配体连接到 Mo6Xi8 八面体卤化钼簇核的超分子组装体中 π-d 相互作用的实验和理论证据

  摘要：

  [Mo6Xi8(TTF-CH=CH-Py)a6]4+ 超分子组装体的合成、表征和物理性质 [TTF = 四硫富瓦烯；Py = 吡啶；X = Cl (1), Br (2), I (3)] 由 [Mo6Xi8(OSO2CF3)6]2– 簇前体和 TTF-CH=CH-Py 配体之间的反应产生。它们基于强离域金属电子 [Mo6Xi8]4+ 簇核心与六个氧化还原活性 π 共轭 TTF-CH=CH-Py 末端配体的结合，通过吡啶基团连接到 Mo 簇。有机配体和簇核之间的协同 π-d 相互作用通过电化学和吸收测量得到实验证明，并通过 DFT 计算得到证实。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  DOI：

  10.1002/ejic.200900136

文献信息

• First trinuclear paramagnetic transition metal complexes with redox active ligands derived from TTF: Co₂M(PhCOO)₆(TTF-CHCH-py)₂·2CH₃CN, M = Co^II, Mn^II
  作者：Konstantin S. Gavrilenko、Yann Le Gal、Olivier Cador、Stéphane Golhen、Lahcène Ouahab

  DOI：10.1039/b613191c

  日期：——

  The first paramagnetic homo- and hetero-metallic trinuclear complexes with redox active ligands derived from TTF are synthesized, the central metal ion has an octahedral coordination sphere while the outer Co(II) ions are in a distorted bipyramidal surrounding, bearing TTF-ligands, the magnetic properties show antiferromagnetic coupling leading to a magnetic ground state.

  合成了具有TTF衍生的氧化还原活性配体的第一个顺磁同金属和异金属三核配合物，中心金属离子具有八面体配位球，而外部Co（II）离子处于扭曲的双锥体周围，带有TTF-配体，磁性表明反铁磁耦合导致磁性基态。
• 4-(2-Tetrathiafulvalenyl-ethenyl)pyridine (TTF−CH═CH−Py) Radical Cation Salts Containing Poly(β-diketonate) Rare Earth Complexes: Synthesis, Crystal Structure, Photoluminescent and Magnetic Properties
  作者：Fabrice Pointillart、Olivier Maury、Yann Le Gal、Stéphane Golhen、Olivier Cador、Lahcène Ouahab

  DOI：10.1021/ic901052b

  日期：2009.8.3

  radical cations. The inorganic and organic networks interact through intermolecular contacts between the pyridine moieties of the TTF−CH═CH−Py•+ radical cations and the Ln(III) ions. The luminescence properties of the Nd(III) ions (9400 cm−1) and fluorescence band of the TTF−CH═CH−Py•+ radical cations (10200 cm−1) have been observed and studied for compound 2. Complexes 2 and 3 are paramagnetic because

  氧化还原活性的4-（2-四硫富瓦烯基-乙烯基）吡啶配体（TTF-CH═CH-Py）与三（1,1,1,5,5,5-六氟乙酰丙酮）Ln（III）的反应（ Ln = La和Nd）导致分子式为[La（hfac）5 ] [（TTF-CH═CH-Py •+）] 2 }（1），[Nd（hfac）4（ H 2 O）] [（TTF-CH═CH-Py •+）]} 2（2）和[Nd（hfac）4（H 2 O）] [（TTF-CH═CH-Py •+） ]} 2（H 2 O）（C 6 H 14）0.5（3）（hfac- = 1,1,1,5,5,5-六氟乙酰丙酮阴离子）。这些化合物的特征在于单晶X射线衍射，光学和磁性测量。化合物1，2，和3结晶的单斜晶Ç 2 / ç，三斜晶系P 1，以及单斜晶P 2 1 / ç空间群，分别。La（III）采用十四面体几何形状，而Nd（III）则位于扭曲的带帽方形反棱镜中。在1中，无机网络由[La（hfac）5
• First Paramagnetic 4d Transition-Metal Complex with a Redox-Active Tetrathiafulvalene Derivative, [Ru(salen)(PPh₃)(TTF-CH═CH-Py)]BF₄ [salen²⁻ = <i>N</i>,<i>N</i>′-Ethan-1,2-diylbis(salicylidenamine), PPh₃ = Triphenylphosphine, TTF-CH═CH-Py = 4-(2-Tetrathiafulvalenylethenyl)pyridine]
  作者：Fabrice Pointillart、Yann Le Gal、Stéphane Golhen、Olivier Cador、Lahcène Ouahab

  DOI：10.1021/ic801340k

  日期：2008.11.3

  The first paramagnetic 4d transition-metal complex with a redox-active tetrathiafulvalene ligand has been synthesized. The preparation, X-ray structure, electrochemistry, and electron paramagnetic resonance measurements of [Ru(salen)(PPh3)(TTF-CH=CH-Py)](BF4) [1(BF4)] are reported. The crystal structure reveals that the paramagnetic Ru-III (s = 1/2) center is in a tetragonally elongated octahedral geometry and the TTF-CH=CH-Py ligand is coordinated to the axial position of the Ru-III ion through the nitrogen atom of the pyridine group. Thus, 1 (BF4) is an attractive precursor to study future pi-4d interactions in dual-property conducting and magnetic materials.
• Experimental and Theoretical Evidence of π‐d Interactions in Supramolecular Assemblies Based on TTF‐CH=CH‐Py Ligands Tethered to Mo ₆ X ⁱ ₈ Octahedral Molybdenum Halide Cluster Cores
  作者：Ganesan Prabusankar、Yann Molard、Stéphane Cordier、Stéphane Golhen、Yann Le Gal、Christiane Perrin、Lahcène Ouahab、Samia Kahlal、Jean‐François Halet

  DOI：10.1002/ejic.200900136

  日期：2009.5

  strongly delocalized metallic electron [Mo6Xi8]4+ cluster cores with six redox-active π-conjugated TTF-CH=CH-Py terminal ligands attached to the Mo clusters through the pyridinyl group. Synergetic π-d interactions between the organic ligands and the cluster core were experimentally evidenced by electrochemistry and absorption measurements, and corroborated by DFT calculations.(© Wiley-VCH Verlag GmbH & Co

  [Mo6Xi8(TTF-CH=CH-Py)a6]4+ 超分子组装体的合成、表征和物理性质 [TTF = 四硫富瓦烯；Py = 吡啶；X = Cl (1), Br (2), I (3)] 由 [Mo6Xi8(OSO2CF3)6]2– 簇前体和 TTF-CH=CH-Py 配体之间的反应产生。它们基于强离域金属电子 [Mo6Xi8]4+ 簇核心与六个氧化还原活性 π 共轭 TTF-CH=CH-Py 末端配体的结合，通过吡啶基团连接到 Mo 簇。有机配体和簇核之间的协同 π-d 相互作用通过电化学和吸收测量得到实验证明，并通过 DFT 计算得到证实。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)