4,4'-(ethandilyden)-bis[(2,6-diphenyl)-4H-thiapyran] | 51829-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫吡喃类
• 英文名称: 4,4'-(ethandilyden)-bis[(2,6-diphenyl)-4H-thiapyran]
• 英文别名: 4,4'-(Ethane-1,2-diylidene)bis(2,6-diphenyl-4H-thiopyran)；4-[2-(2,6-diphenylthiopyran-4-ylidene)ethylidene]-2,6-diphenylthiopyran
• CAS: 51829-03-9
• 化学式: C₃₆H₂₆S₂
• 分子量: 522.734
• InChiKey: FHXMOTSHCXQITR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  38
• 可旋转键数：
  5
• 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：

  4,4'-(ethandilyden)-bis[(2,6-diphenyl)-4H-thiapyran] 在 铜(1+)高氯酸酯 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Nature of the lowest electron transitions in the linear conjugated systems derivatives of 2,6-diphenylthiapyrylium: Cationic trimethinecyanine, neutral ethylene, its dication and cation-radical

  摘要：

  A series of linear conjugated systems of different types containing the 2,6-diphenylthiapyrylium residues as terminal groups have been synthesized and investigated by the combined spectral and quantum-chemical methods. The analysis of calculated by ab initio and semi-empirical methods of their molecular geometry and electron structure, and nature of the lowest electron transitions has shown that four types, cationic cyanine, neutral polyene, polyene-dication and cationic polyene-radical differ fundamentally each other by the charge distribution and alternation of bond lengths along pi-electron system, as well as by nature of their lowest electron transitions and hence of shapes of the absorption bands. It was established the cyanine-like similarity of the "middle" high intensive and narrow spectral band for the cationic polyene-radical and cyanine dye, whereas the polyene with the close electron shell exhibit the comparatively wide longwavelength bands. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.06.036
• 作为产物：
  描述：

  硫代吡喃鎓,4-甲基-2,6-二苯基-,高氯酸盐 以 吡啶 为溶剂， 生成 4,4'-(ethandilyden)-bis[(2,6-diphenyl)-4H-thiapyran]
  参考文献：
  名称：

  Nature of the lowest electron transitions in the linear conjugated systems derivatives of 2,6-diphenylthiapyrylium: Cationic trimethinecyanine, neutral ethylene, its dication and cation-radical

  摘要：

  A series of linear conjugated systems of different types containing the 2,6-diphenylthiapyrylium residues as terminal groups have been synthesized and investigated by the combined spectral and quantum-chemical methods. The analysis of calculated by ab initio and semi-empirical methods of their molecular geometry and electron structure, and nature of the lowest electron transitions has shown that four types, cationic cyanine, neutral polyene, polyene-dication and cationic polyene-radical differ fundamentally each other by the charge distribution and alternation of bond lengths along pi-electron system, as well as by nature of their lowest electron transitions and hence of shapes of the absorption bands. It was established the cyanine-like similarity of the "middle" high intensive and narrow spectral band for the cationic polyene-radical and cyanine dye, whereas the polyene with the close electron shell exhibit the comparatively wide longwavelength bands. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.06.036

文献信息

• Synthesis and reactions of 2,6-diphenyl-4-(trimethylsilyl)-4H-thiopyran
  作者：Chin H. Chen、Jeffrey J. Doney、George A. Reynolds

  DOI：10.1021/jo00343a015

  日期：1982.2
• Synthesis of 4,4'-(ethanediylidene)bis(4H-pyran) and -(thiopyran) derivatives
  作者：George A. Reynolds、Chin H. Chen

  DOI：10.1021/jo00314a043

  日期：1981.1
• REYNOLDS G. A.; CHEN C. H., J. ORG. CHEM., 1981, 46, NO 1, 184-185
  作者：REYNOLDS G. A.、 CHEN C. H.

  DOI：——

  日期：——
• CHEN, C. H.;DONEY, J. J.;REYNOLDS, G. A., J. ORG. CHEM., 1982, 47, N 4, 680-684
  作者：CHEN, C. H.、DONEY, J. J.、REYNOLDS, G. A.

  DOI：——

  日期：——
• Nature of the lowest electron transitions in the linear conjugated systems derivatives of 2,6-diphenylthiapyrylium: Cationic trimethinecyanine, neutral ethylene, its dication and cation-radical
  作者：M.O. Kudinova、D.O. Melnyk、O.D. Kachkovsky、O.I. Tolmachev

  DOI：10.1016/j.molstruc.2011.06.036

  日期：2012.3

  A series of linear conjugated systems of different types containing the 2,6-diphenylthiapyrylium residues as terminal groups have been synthesized and investigated by the combined spectral and quantum-chemical methods. The analysis of calculated by ab initio and semi-empirical methods of their molecular geometry and electron structure, and nature of the lowest electron transitions has shown that four types, cationic cyanine, neutral polyene, polyene-dication and cationic polyene-radical differ fundamentally each other by the charge distribution and alternation of bond lengths along pi-electron system, as well as by nature of their lowest electron transitions and hence of shapes of the absorption bands. It was established the cyanine-like similarity of the "middle" high intensive and narrow spectral band for the cationic polyene-radical and cyanine dye, whereas the polyene with the close electron shell exhibit the comparatively wide longwavelength bands. (C) 2011 Elsevier B.V. All rights reserved.