4,4',7,7'-tetra-tert-butyl-2,2'-bi-1,3-benzodithiole-5,5',6,6'-tetrone | 1246766-87-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基硫酯
• 英文名称: 4,4',7,7'-tetra-tert-butyl-2,2'-bi-1,3-benzodithiole-5,5',6,6'-tetrone
• 英文别名: 4,4',7,7'-tetra-tert-butyl-2,2'-bi-1,3-benzodithiol-5,5',6,6'-tetraone；4,4',7,7'-tetra-tert-butyl-2,2'-bis-1,3-benzodithiol-5,5',6,6'-tetraone；4,4'-thiobis(3,6-di-tert-butylcyclohexa-3,5-diene-1,2-dione)；di-o-quinone；Q-TTF-Q；4,7-Ditert-butyl-2-(4,7-ditert-butyl-5,6-dioxo-1,3-benzodithiol-2-ylidene)-1,3-benzodithiole-5,6-dione；4,7-ditert-butyl-2-(4,7-ditert-butyl-5,6-dioxo-1,3-benzodithiol-2-ylidene)-1,3-benzodithiole-5,6-dione
• CAS: 1246766-87-9
• 化学式: C₃₀H₃₆O₄S₄
• 分子量: 588.877
• InChiKey: AJGLLJDCCTVPSC-UHFFFAOYSA-N

物化性质

• 熔点：
  243 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• 沸点：
  572.7±50.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  170
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,4',7,7'-tetra-tert-butyl-2,2'-bi-1,3-benzodithiole-5,5',6,6'-tetrone 以 苯 为溶剂， 反应 8.0h， 以75%的产率得到4,6-di-tert-butyl-2-(4,6-di-tert-butyl-5-oxo-5H-cyclopenta[d][1,3]dithiol-2-ylidene)-5H-cyclopenta[d][1,3]dithiol-5-one
  参考文献：
  名称：

  Investigation of photochemical transformations of tetrathiafulvalene-bridged di-o-quinone

  摘要：

  It has been found that irradiation of tetrathiafulvalene-bridged di-o-quinone with visible light leads to the successive decarbonylation of the o-benzoquinone fragments. The molecular structure of the final product dicyclopentadienone has been established by X-ray diffraction measurements. The features of the photoconversion kinetics of the substrate di-o-quinone and the intermediate product of its photolysis in benzene solutions by the action of 546-nm monochromatic radiation have been revealed.

  DOI：

  10.1134/s0018143911050092
• 作为产物：
  描述：

  在 氧气 、 potassium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 乙醚 、 水 为溶剂， 反应 0.17h， 以1.22 g的产率得到4,4',7,7'-tetra-tert-butyl-2,2'-bi-1,3-benzodithiole-5,5',6,6'-tetrone
  参考文献：
  名称：

  Novel method for the synthesis of functionalized tetrathiafulvalenes, an acceptor–donor–acceptor molecule comprising of two o-quinone moieties linked by a TTF bridge

  摘要：

  In search of a synthesis of o-quinone-tetrathiafulvalene-o-quinone triads a novel facile route was developed. Sodium tetrathiooxalate was for the first time used as a synthon in functionalized TTF preparation. The main purpose of this work was to construct an organic compound, which on the one hand possesses a redox-amphotericity, and on the other hand can act as a bridging ligand in construction of linear, 2D and 3D assemblies. Properties of new acceptor donor acceptor ligand in respect to application as a building block for the molecular devices have been investigated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.07.038

文献信息

• Mono- and Binuclear Dimethylthallium(III) Complexes with o-Benzoquinone-TTF-o-Benzoquinone Ligand; Synthesis, Spectroscopy and X-ray Study
  作者：Svetlana V. Klementieva、Vyacheslav A. Kuropatov、Georgii K. Fukin、Galina V. Romanenko、Artem S. Bogomyakov、Vladimir K. Cherkasov、Gleb A. Abakumov

  DOI：10.1002/zaac.201000319

  日期：2010.11.11

  Q-TTF-Q with one or two equivalents of Me3Tl. Complexes 1 and 2 were characterized by IR and electronic absorption spectroscopy, EPR, and magnetic measurements. The molecular structures of 1 and 2 were determined by single-crystal X-ray diffraction. It was found that mono-semiquinonato derivative 1 partially disproportionates into Q-TTF-Q and binuclear complex 2 in THF solution. According to variable temperature

  基于二邻醌和四硫富瓦烯 (TTF) 桥的新型单核和双核半醌二甲基铊络合物 (Q-TTF-SQ)TlMe2 (1) 和 Me2Tl(SQ-TTF-SQ)TlMe2 (2)，4,4 ',7,7'-四叔丁基-2,2'-bis-1,3-benzodithiol-5,5',6,6'-tetraone Q-TTF-Q半醌酸单钠和二钠 (Q-TTF-SQ)Na 和 Na(SQ-TTF-SQ)Na 以及一或两当量的 Me2TlCl。通过 Q-TTF-Q 与一或两个等价的 Me3Tl 相互作用可以获得相同的产物。配合物 1 和 2 的特点是红外和电子吸收光谱、EPR 和磁性测量。1和2的分子结构由单晶X射线衍射确定。发现单半醌衍生物 1 在 THF 溶液中部分歧化为 Q-TTF-Q 和双核复合物 2。根据变温磁化率测量和 EPR 数据，化合物 1 在 50-300 K 范围内具有 S = 1/2 态的顺磁行为，而化合物
• ESR study of paramagnetic derivatives of sterically hindered di-o-quinone with the tetrathiafulvalene bridge
  作者：V. A. Kuropatov、S. V. Klementieva、A. I. Poddel’sky、V. K. Cherkasov、G. A. Abakumov

  DOI：10.1007/s11172-010-0299-5

  日期：2010.9

  6′-tetraone (1), viz., radical anion salts of the alkali metals (Li, Na, K) and cobaltocenium cations, chelated mono-o-semiquinone complexes with different metal fragments (Tl, TlMe2, SnPh3, Mn(CO)4, Mn(PPh3)(CO)3), a number of copper(I) complexes with sterically hindered phosphines as well as binuclear heterometallic derivatives of triphenylantimony(V) o-semiquinone-catecholate with the analogous paramagnetic

  4,4',7,7'-tetra-tert-butyl-2,2'-bis-1,3-benzodithiol-5,5',6,6'-tetraone (1) 的顺磁性衍生物，即。 , 碱金属 (Li, Na, K) 和茂钴阳离子的自由基阴离子盐，螯合的单邻半醌与不同金属片段 (Tl, TlMe2, SnPh3, Mn(CO)4, Mn(PPh3)(CO) 3），通过ESR光谱研究了许多具有空间位阻膦的铜（I）配合物以及具有类似顺磁中心的三苯基锑（V）邻半醌-儿茶酚酸盐的双核杂金属衍生物。二邻醌 1 与钠汞齐的反应导致形成所有还原形式，包括醌-半醌、二半醌、半醌-儿茶酚酸盐和双胆酸盐。带有未配对电子的自由基阳离子位于四硫富瓦烯 (TTF) 片段上，
• A single molecule magnet behaviour in a D_3hsymmetry Dy(<scp>iii</scp>) complex involving a quinone–tetrathiafulvalene–quinone bridge
  作者：Fabrice Pointillart、Svetlana Klementieva、Viacheslav Kuropatov、Yann Le Gal、Stéphane Golhen、Olivier Cador、Vladimir Cherkasov、Lahcène Ouahab

  DOI：10.1039/c1cc16314k

  日期：——

  A Dy(III)-based dinuclear complex was synthesised and characterised by X-ray diffraction on single crystal and magnetic investigations. Dynamic magnetic measurements reveal a single molecule magnet behaviour for 1 which can be described as two single-ion magnets in a D(3h) local symmetry bridged by an acceptor-donor-acceptor ligand.

  合成了基于Dy（III）的双核配合物，并通过X射线衍射在单晶和磁性研究中进行了表征。动态磁测量结果揭示了1的单分子磁体行为，可以将其描述为由受体-供体-受体配体桥接的D（3h）局部对称的两个单离子磁体。