2,4,6-triphenylthiopyran radical | 72920-95-7

• 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: 2,4,6-triphenylthiopyran radical
• 英文别名: 2,4,6-triphenylthiopyrylium radical
• CAS: 72920-95-7
• 化学式: C₂₃H₁₇S
• 分子量: 325.454
• InChiKey: YIWZMOZOXWFONQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,4,6-triphenylthiopyrylium perchlorate 在 sodium isopropylate 作用下， 以 异丙醇 为溶剂， 生成 2,4,6-triphenylthiopyran radical
  参考文献：
  名称：

  Zimmermann, Thomas; Fischer, Gerhard W.; Reinhardt, Michael, Zeitschrift fur Chemie, 1986, vol. 26, # 11, p. 400 - 401

  摘要：

  DOI：

文献信息

• Free Radicals Produced from the Derivatives of Pyrylium Salts in Solution by Photoillumination
  作者：Shigeya Niizuma、Nobuyoshi Sato、Hiroki Kawata、Yoshizo Suzuki、Takashi Toda、Hiroshi Kokubun

  DOI：10.1246/bcsj.58.2600

  日期：1985.9

  um (TPTP) salts in tetrahydrofuran (THF) and/or 1,2-dimethoxyethane were investigated. Photoproducts were identified to be pyranyl radicals on the basis of photochemical behavior and ESR spectra. Quantum yields of one-electron reduction reactions of TPP, 2BDPP, and TPTP were obtained to be 0.21, 0.047, and 0.53, respectively. The hf coupling constants of protons in the radicals were determined by simulation

  2,4,6-三苯基-(TPP)、2-叔丁基-4,6-二苯基吡啶鎓(2BDPP) 和 2,4,6-三苯基噻吩鎓 (TPTP) 盐在四氢呋喃 (THF) 和/或 1 中的光反应,2-二甲氧基乙烷进行了研究。根据光化学行为和 ESR 光谱，光产物被鉴定为吡喃基自由基。TPP、2BDPP 和 TPTP 的单电子还原反应的量子产率分别为 0.21、0.047 和 0.53。自由基中质子的 hf 耦合常数通过模拟确定。TPP 在低温下在 THF 中的光照射表明，某种中间自由基物种参与了这种单电子光还原。
• On the Nature of Solvent Effects on Redox Properties
  作者：Heidi Svith、Henrik Jensen、Johan Almstedt、Paula Andersson、Thomas Lundbäck、Kim Daasbjerg、Mats Jonsson

  DOI：10.1021/jp031268q

  日期：2004.5.1

  The one-electron reduction potentials of six radical cations, four cations, and four neutral radicals in tetrahydrofuran, dichloromethane, dimethyl sulfoxide, N-methyl-2-pyrrolidinone, N,N-dimethylformamide, acetonitrile, methanol, ethanol, 2-propanol, acetone, formamide, and 1,1,1,3,3,3-hexafluoropropan-2-ol have been measured by cyclic voltammetry. For 10 of the redox couples, the redox process was reversible in all solvents. These results have been used to evaluate solvent effects by means of the Kamlet-Taft relationship. The relative importance of the solvent parameters alpha, beta, pi*, and delta(H) is 54.9, 9.6, 15.5 and 20.0%, respectively, for the radical cation displaying the strongest solvent dependence. In addition, we have studied the entropy contribution to some of the observed solvent effects by measuring the redox potentials as a function of temperature. The absolute value of the entropy appears to increase with increasing hydrogen bond donor ability of the solvent. The variation in entropy indicates that specific solvation is of main importance when considering solvent effects on redox properties.
• Zimmermann, Thomas; Fischer, Gerhard W.; Reinhardt, Michael, Zeitschrift fur Chemie, 1986, vol. 26, # 11, p. 400 - 401
  作者：Zimmermann, Thomas、Fischer, Gerhard W.、Reinhardt, Michael

  DOI：——

  日期：——