perchloro-4,4'-ethynylenebis(triphenylmethyl) biradical | 76965-66-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: perchloro-4,4'-ethynylenebis(triphenylmethyl) biradical
• 英文别名: 4,4'-perchloroethynylbis(triphenylmethyl) diradical；Perchloroethynylenebis(4-triphenylmethyl)；perchloroethynylenebis-4-triphenylmethyl；1-[[4-[2-[4-[Bis(2,3,4,5,6-pentachlorophenyl)methylidene]-2,3,5,6-tetrachlorocyclohexa-2,5-dien-1-ylidene]ethenylidene]-2,3,5,6-tetrachlorocyclohexa-2,5-dien-1-ylidene]-(2,3,4,5,6-pentachlorophenyl)methyl]-2,3,4,5,6-pentachlorobenzene
• CAS: 76965-66-7
• 化学式: C₄₀Cl₂₈
• 分子量: 1473.12
• InChiKey: JHDKIJRZFHEXKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  24.8
• 重原子数：
  68
• 可旋转键数：
  4
• 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：

  perchloro-4,4'-ethynylenebis(triphenylmethyl) biradical 在 碘 、 氯 作用下， 以94.4%的产率得到biradical trans-perchlorovinylenebis-4-triphenylmethyl
  参考文献：
  名称：

  三苯基甲基系列的两个新的惰性碳双基。合成，构象和交换

  摘要：

  描述了两种新的“化学惰性”自由基双自由基-（III）和- （IV）的合成和某些性质。它们对应于已知至少主要以单重态，醌型形式存在的烃类似物。

  DOI：

  10.1016/s0040-4039(00)93169-1
• 作为产物：
  描述：

  αH,α'H-octacosachloroethynylenebis-4-triphenylmethane 在 sodium hydroxide 、 碘 作用下， 生成 perchloro-4,4'-ethynylenebis(triphenylmethyl) biradical
  参考文献：
  名称：

  三苯基甲基系列的两个新的惰性碳双基。合成，构象和交换

  摘要：

  描述了两种新的“化学惰性”自由基双自由基-（III）和- （IV）的合成和某些性质。它们对应于已知至少主要以单重态，醌型形式存在的烃类似物。

  DOI：

  10.1016/s0040-4039(00)93169-1

文献信息

• UV–VIS and ESR spectroscopic evidence for a strongly π–π interacting (resonant) allodial mixed-valence compound: the perchloro-4,4′-ethynylenebis(triphenylmethyl) anion radical
  作者：V. M. Domingo、J. Castañer、J. Riera

  DOI：10.1039/c39940002521

  日期：——

  Compelling UV–VIS and ESR spectroscopic evidence for the formation of the first stable allodial anion radical with strong π–π electron interaction (resonance) in perchloroorganic chemistry, the potassium (18-crown-6) salt of the perchloroethynylenebis(4-triphenylmethyl) anion radical, is presented and discussed.

  令人信服的 UV-VIS 和 ESR 光谱证据证明全氯有机化学中第一个具有强 δ-δ 电子相互作用（共振）的稳定异源阴离子自由基的形成，全氯乙炔双的钾（18-冠-6）盐提出并讨论了(4-三苯甲基)阴离子自由基。
• Syntheses and Spectra of Some Inert Triphenylmethyl Diradicals. A Concurrent Diradical Form
  作者：Manuel Ballester、Isabel Pascual、Conxita Carreras、Jose Vidal-Gancedo

  DOI：10.1021/ja00089a009

  日期：1994.5

  The synthesis and characterization of 11 inert diradicals of the perchlorotriphenylmethyl class, (p)R-C-6-Cl-4(C6Cl5)C-C6Cl4-Sp-C6Cl4-C(C6Cl5)-C6Cl4-R(p) where R is Cl, OH, or O- and Sp is a spacer chain from zero to nine atom links, are described. The ESR spectra of these species in solution from room temperature to -140 degrees C (glassy matrix) point to the concurrence of two isomeric diradical forms: the conventional species, displaying spin-spin dipolar interaction, and a form apparently devoid of it. The ESR C-13 hyperfine couplings, the magnetic susceptibility, and the IR and UV-vis spectra of these diradicals are described. Some related monoradicals and a triradical are also reported.
• Spin-charge exchange in allodial radical ions, a novel intramolecular single electron transfer equilibrium
  作者：Manuel Ballester、Isabel Pascual、Juan Riera、Juan Castaner

  DOI：10.1021/jo00001a042

  日期：1991.1

  The intramolecular single-electron transfer in radical anions and radical cations, constituted by two identical triphenylmethyl moieties, has been studied. The preparation of the radical ions has been effected by mixing the corresponding stable diions (tetra-n-butylammonium or hexachloroantimonate salts) and chemically inert diradicals: by partial oxidation of the dianion salts with iodine (radical anions) and by partial oxidation of the diradicals with SbCl5 (radical cations). The ESR C-13 hyperfine coupling constants and linewidths and UV-vis absorptivity spectra afford compelling evidence for a rapid spin-charge exchange equilibrium:(C6Cl5)2C-C6Cl4-Sp-C6Cl4-C(C6Cl5)2 = (C6Cl5)2C-C6Cl4-Sp-C6Cl4-C(C6Cl5)2(Sp = none, CH2CH2, C=C. * = -, +). Relevant structural aspects, such as steric inhibition of resonance, electron paths, and counterion involvement, are discussed. The synthesis and isolation of related disalts from the corresponding diradicals are also described.
• BALLESTER M.; CASTANER J.; RIERA J.; IBANEZ A., TETRAHEDRON LETT., 1980, 21, NO 25, 2435-2438
  作者：BALLESTER M.、 CASTANER J.、 RIERA J.、 IBANEZ A.

  DOI：——

  日期：——
• BALLESTER, MANUEL;PASCUAL, ISABEL;RIERA, JUAN;CASTANER, JUAN, J. ORG. CHEM., 56,(1991) N, C. 217-225
  作者：BALLESTER, MANUEL、PASCUAL, ISABEL、RIERA, JUAN、CASTANER, JUAN

  DOI：——

  日期：——