di(9-anthryl) disulfide | 71074-60-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: di(9-anthryl) disulfide
• 英文别名: Di-9-anthryl disulfide；9-(anthracen-9-yldisulfanyl)anthracene
• CAS: 71074-60-7
• 化学式: C₂₈H₁₈S₂
• 分子量: 418.583
• InChiKey: FJAJUGDABJTHAR-UHFFFAOYSA-N

物化性质

• 熔点：
  218-222 °C
• 沸点：
  646.0±24.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  di(9-anthryl) disulfide 在 溶剂黄146 、 锌 作用下， 生成 anthrione
  参考文献：
  名称：

  Cooke; Heilbron; Walker, Journal of the Chemical Society, 1925, vol. 127, p. 2253

  摘要：

  DOI：
• 作为产物：
  描述：

  蒽酮 在 吡啶 、 tetraphosphorus decasulfide 作用下， 反应 5.0h， 以90%的产率得到di(9-anthryl) disulfide
  参考文献：
  名称：

  Majumdar, K. C.; Chattopadhyay, S. K.; Sen, B. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 1261 - 1262

  摘要：

  DOI：

文献信息

• Synthesis and Structures of Cuprous Triptycylthiolate Complexes
  作者：Skylar J. Ferrara、Joel T. Mague、James P. Donahue

  DOI：10.1021/ic300124n

  日期：2012.6.18

  S–Cu–S axis. This conformation is governed by interligand π···π and CH···π interactions. A crystal structure of an adventitious product, [Bu4N][(Cu-STrip)6(μ6-Br)]·[Bu4N][PF6], [Bu4N]14·[Bu4N][PF6] is described, which reveals a cyclic hexameric structure previously unobserved in cuprous thiolate chemistry. The Cu6S6 ring displays a centrosymmetric cyclohexane chair type conformation with a Br– ion residing

  描述了1-（硫代乙酰基）三茂碳烯（5）的合成，一种方便的保护形式的1-（硫代巯基）三茂铁化合物[STrip] -，关键的转变是叔丁基1-三茂铁基硫化物的高收率转化（8）通过使用BBr 3 / AcCl的方案将其从5降低至5。通过氯化物置换可轻松进行二配位铜（I）化合物[Bu 4 N] [Cu（STrip）2 ]，[Bu 4 N] 10和[（Cu（IMes）（STrip）]（13）的合成。从氯化亚铜和[铜（IMES）CL]，分别反应10的Ph 3 SISH或Me 3SiI与质谱均相的双（硫醇盐）阴离子混合，可生成通过质谱检测到的[Cu（STrip）（SSiPh 3）] -（11）和[Cu（STrip）I] -（12）。通过X射线晶体学鉴定配体前体分子9-（硫代乙酰基）蒽（4，三斜和正交多晶型物），叔丁基9-蒽硫醚（7），5和叔丁基1-三烯硫醚（8）。双（9-蒽基）硫化物的晶体学表征（3），其蒽基平面之间的C–S–C角为104
• Convenient Syntheses and Photophysical Properties of 1-Thio- and 1-Seleno-1,3-Butadiene Fluorophores in Rigid Dibenzobarrelene and Benzobarrelene Skeletons
  作者：Akihiko Ishii、Tatsuro Annaka、Norio Nakata

  DOI：10.1002/chem.201200761

  日期：2012.5.21

  were synthesized by intramolecular [4+2]‐cycloadditions between 9‐anthryl or 1‐naphthyl and alkynyl moieties (see scheme). Their fluorescence is based on a 1‐chalcogeno‐1,3‐butadiene‐conjugated system in a rigid skeleton. Some of them are also highly fluorescent in the solid state. The monoxide of Mbb‐S is more fluorescent in the solid state (ΦF=0.6) than in solution (ΦF<0.02).

  无重原子效应：高荧光，含硫或硒的化合物是通过9蒽或1萘基与炔基部分之间的分子内[4 + 2]环加成反应合成的（请参见方案）。它们的荧光基于刚性骨架中的1-硫族元素-1,3-丁二烯共轭体系。它们中的一些在固态时也具有高荧光性。MBB-S的一氧化碳是在固体状态下（更荧光Φ ˚F = 0.6）中比在溶液（Φ ˚F <0.02）。
• Synthesis and Photophysical Properties of Extended π-Conjugative and Push–Pull-Type 1,4-Diaryl-1-thio-1,3-butadienes Incorporated in a Dibenzobarrelene Skeleton
  作者：Tatsuro Annaka、Norio Nakata、Akihiko Ishii

  DOI：10.1246/bcsj.20140351

  日期：2015.4.15

  1,4-Bis(p-ethynylphenyl)-1-thio-1,3-butadiene derivatives incorporated in a dibenzobarrelene skeleton were yielded by Sonogashira reactions of the corresponding 1,4-bis(p-halophenyl) derivatives, and push–pull-type sulfoxide and sulfone derivatives were obtained by oxidation of the amino derivative prepared by Buchwald–Hartwig reaction of the 1,4-bis(p-halophenyl) derivatives. These compounds show red-shifted yellow and orange fluorescence [λem(CH2Cl2) = 522–562 nm, λem(solid) = 522–580 nm] in comparing with the unsubstituted, 1,4-diphenyl-1-thio-1,3-butadiene derivative [λem(CH2Cl2) = 491 nm, λem(solid) = 483 nm].

  通过相应的 1,4-双（对卤代苯基）衍生物的 Sonogashira 反应，得到了以二苯并巴比林为骨架的 1,4-双（对乙炔基苯基）-1-硫-1,3-丁二烯衍生物；通过 1,4-双（对卤代苯基）衍生物的 Buchwald-Hartwig 反应制备的氨基衍生物的氧化作用，得到了推拉型亚砜和砜衍生物。与未取代的 1,4-二苯基-1-硫-1,3-丁二烯衍生物[λem(CH2Cl2) = 491 nm，λem(solid) = 483 nm]相比，这些化合物显示出红移的黄色和橙色荧光[λem(CH2Cl2) = 522-562 nm，λem(solid) = 522-580 nm]。
• 10.3390/molecules29143332
  作者：Magné, Valentin、Lenk, Romaric、Mallet-Ladeira, Sonia、Maerten, Eddy、Madec, David

  DOI：10.3390/molecules29143332

  日期：——

  both in solution and in the solid state, were prepared and thoroughly characterized. Subsequently, the photochemistry of the complexes was explored, showing inherent photoreactivity of the biarylsulfoxide moiety within the coordination sphere of the copper. Photoinduced cross-coupling reactions between the anthryl moiety of bis-anthracenylsulfoxide and pentafluorobenzene, and synthesis of Cu2O (cuprite)

  制备了五氟苯基铜(I)-联芳基亚砜络合物，以[Cu(C6F5)]4L2 形式存在，无论是溶液还是固态，均已制备并进行了彻底表征。随后，对配合物的光化学进行了探索，显示了铜配位范围内联芳基亚砜部分的固有光反应性。证明了双蒽亚砜的蒽基部分与五氟苯之间的光诱导交叉偶联反应以及 Cu2O（赤铜矿）的合成。
• Red and Near-Infrared Photoluminescence of D-π-A-Type Compounds Based on a 1,4-Diaryl-1-thio-1,3-butadiene Conjugated System in a Dibenzobarrelene Skeleton
  作者：Akihiko Ishii、Yukihiro Makishima、Norio Nakata

  DOI：10.1021/acs.joc.5b02189

  日期：2015.11.20

  1,4-Diaryl-1-thio-1,3-butadiene derivatives having a pi-donor dimethylamino group and several pi-acceptor substituents at both terminals of the conjugated system were synthesized by intramolecular [4 + 2] cycloaddition of 1-thio-enynes and subsequent chemical transformations. They displayed largely red-shifted absorption and emission spectra in solution, the powder state, and in polymer films. The derivatives with a 2,2-dicyanoethenyl group as the p-acceptor exhibited inverted solvatochromism in both optical absorption and fluorescence spectroscopies.