tetraselenotetracene | 193-45-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: tetraselenotetracene
• 英文别名: 5,6:11,12-di(diseleno)naphthacene；5,6:11,12-bis(diseleno)tetracene；tetracene tetraselenide；tetraselenatetracene；naphthaceno[5,6-cd;11,12-c'd']bis-[1,2]diselenol；5,6,11,12-Tetraselenotetracene；9,10,19,20-tetraselenahexacyclo[9.9.2.02,7.08,22.012,17.018,21]docosa-1,3,5,7,11(22),12,14,16,18(21)-nonaene
• CAS: 193-45-3
• 化学式: C₁₈H₈Se₄
• 分子量: 540.102
• InChiKey: BNUHGLHDEBIMDT-UHFFFAOYSA-N

物化性质

• 沸点：
  613.2±65.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.32
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  tetraselenotetracene 在 mercury dichloride 作用下， 以 苯甲腈 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以0.16 g的产率得到
  参考文献：
  名称：

  Synthesis and electrical conductivity properties of TSeT2BrxCl1?x mixed halides at normal and high pressure

  摘要：

  DOI：

  10.1007/bf00954360
• 作为产物：
  描述：

  5,11-dichlorotetracene 在 selenium 、 二苯醚 、 联苯 作用下， 生成 tetraselenotetracene
  参考文献：
  名称：

  Marschalk, Bulletin de la Societe Chimique de France, 1952, p. 800,802

  摘要：

  DOI：

文献信息

• Syntheses and Properties of 11,11,12,12-Tetracyano-2,6-anthraquinodimethane (TANT) and Its 9,10-Dichloro Derivative as Novel Extensive Electron Acceptors
  作者：Kazuo Takimiya、Tetsuya Yanagimoto、Takashi Yamashiro、Fumio Ogura、Tetsuo Otsubo

  DOI：10.1246/bcsj.71.1431

  日期：1998.6

  The title compound (TANT) and its 9,10-dichloro derivative (TANT-Cl) have been prepared as higher homologues in an extended electron-acceptor series of TCNQ and TNAP. On the basis of cyclic voltammetry, the accepting ability of TANT is nearly comparable to those of TCNQ and TNAP, and that of TANT-Cl is further enhanced by the chloro substitutuent groups. In addition, TANT and TANT-Cl show an effective reduction of on-site coulombic repulsion, due to their extensive anthraquinone quinonoid system. They thus behave as superior electron acceptors for forming electrically conductive charge-transfer complexes with various electron donors, mostly of the TTT type.

  标题化合物（TANT）及其9,10-二氯衍生物（TANT-Cl）已被制备为TCNQ和TNAP扩展电子受体系列中的高同系物。基于循环伏安法，TANT的接受能力几乎与TCNQ和TNAP相当，而TANT-Cl由于氯取代基团的引入，其接受能力进一步增强。此外，TANT和TANT-Cl因其广泛蒽醌醌体系，有效地降低了现场库仑斥力。因此，它们作为优异的电子受体，与多种电子供体（主要是TTT类型）形成具有导电性的电荷转移复合物。
• ——
  作者：I. Yu. Shevyakova、L. I. Buravov、L. A. Kushch、E. B. Yagubskii、S. S. Khasanov、L. V. Zorina、R. P. Shibaeva、N. V. Drichko、I. Olejniczak

  DOI：10.1023/a:1016253328624

  日期：——

  Radical cation salts of tetrathiotetracene (TTT) and tetraselenotetracene (TSeT) with photochromic anion [Fe(NO)(CN)(5)](2-) having the compositions (TTT)(3)[Fe(NO)(CN)(5)] (1) and (TSeT)(3)[Fe(NO)(CN)(5)] (II) were synthesized. Their crystal structures and conducting and optical properties were studied. The salt structures are featured by stacks of TTT or TSeT triads. Analysis of the bond lengths in TIT and TSeT revealed localization of a charge in the triads, where one molecule is neutral and the other two molecules are charged (1+). At room temperature, the conductivity of crystals I and II along the stack direction is 6 X 10(-2) and 5-7 Ohm(-1) cm(-1), respectively. Unlike I, the temperature dependence of conductivity of II has peculiarities at 285 and 160 K due to phase transitions. The transition at 160 K was discovered also in the reflection spectra.
• Nickel(IV) Bis-(3)-1,2-dicarbollide as an Acceptor Molecule in the Synthesis of Electrically Conducting Charge Transfer Complexes
  作者：Peter A. Chetcuti、Walther Hofherr、Andre Liegard、Grety Rihs、Guenther Rist、Hugo Keller、Damian Zech

  DOI：10.1021/om00002a014

  日期：1995.2

  The reaction of closo-(3)-1,2-C2B9H11}Ni-2(IV) (1) with tetrathiotetracene (TTT) and tetraselenotetracene (TSeT) leads to novel electrically conducting charge transfer complexes. The ESR and magnetic susceptibility of the complexes [TTT2](.+)[closo-(3)-1,2-C2B9H11}Ni-2(III)](.-) (2) and [TSeT](.+)[closo-(3)-1,2-C2B9H11}Ni-2(III)](.-) (3) were studied. The susceptibilities of both complexes exhibit approximately Curie-Weiss behavior. Complex 2 shows a slight deviation from the Curie-Weiss law in the temperature region where the crystals show a significant electrical conductivity. An electron transfer mechanism exists between the TTT radical cations and the [closo-(3)-1,2-C2B9H11}Ni-2(III)](.-) anions, which is slowed with decreasing temperature. The single-crystal room-temperature electrical conductivities of 2 and 3 are 23.3 and 17.3 S.cm(-1), respectively. Single-crystal X-ray structures of 2 and 3 are reported and consist of segregated stacks of conducting TTT or TSeT cations and nickel dicarbollide anions. Crystal data for 2: C40H38B18NiS8 + C6H3Cl3, triclinic, P $($) over bar$$ 1, a = 6.834(1) Angstrom, b = 12.368(1) Angstrom, c = 16.077(2) Angstrom, alpha = 86.75(1)degrees, beta = 101.54(1)degrees, gamma = 102.54(1)degrees, V = 1299.5(5) Angstrom(3), Z = 1, D(calcd) = 1,546 g.cm(-3), T = 295 K, lambda = 0.7107 Angstrom, crystal size 0.50 x 0.32 x 0.05 mm, and mu = 8.76 cm(-1). Of the 4252 reflections measured, in the range 6 degrees < 2 theta > 48 degrees, 2937 were considered observed (I > 3 sigma(I)). The final R factor was R = 0.038, R(w) = 0.043. Crystal data for 3: C22H30B18NiSe4, triclinic, P $($) over bar$$ 1, a = 7.010 (1) Angstrom, b = 14.567 (1) Angstrom, c = 15.589 (3) Angstrom, alpha = 94.60 (1)degrees, beta = 89.92(2)degrees, gamma = 99.03 (2)degrees, V = 1567.0(8) Angstrom(3), Z = 1, D(calcd) = 1.830 g.cm(-3), T = 295 K, lambda = 1.5418 Angstrom, crystal size 0.50 x 0.11 x 0.01 mm, and mu = 64.85 cm(-1). Of the 5812 reflections measured, in the range 6 degrees < 2 theta > 134 degrees, 4689 were considered observed (I > 3 sigma(I)). The final R factor was R = 0.071, R(w) = 0.074.
• Starodub, V. A.; Gluzman, E. M.; Golovkina, I. P., Journal of general chemistry of the USSR, 1983, vol. 53, # 5, p. 1000 - 1003
  作者：Starodub, V. A.、Gluzman, E. M.、Golovkina, I. P.

  DOI：——

  日期：——
• Weyl, C.; Brossard, L.; Tomic, S., Molecular Crystals and Liquid Crystals (1969-1991), 1985, vol. 120, p. 263 - 266
  作者：Weyl, C.、Brossard, L.、Tomic, S.、Mailly, D.、Jerome, D.、et al.

  DOI：——

  日期：——