4-methyl-2,6-diphenylpyrylium perchlorate

• 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: 4-methyl-2,6-diphenylpyrylium perchlorate
• 英文别名: 2,6-Diphenyl-4-methyl-pyrylium perchlorate；2,6-diphenyl-4-methylpyrylium perchlorate；4-methyl-2,6-diphenylpyrylium;perchlorate
• 化学式: C₁₈H₁₅O*ClO₄
• 分子量: 346.767
• InChiKey: IBDCHGJXDLAGGO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.45
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methyl-2,6-diphenylpyrylium perchlorate 以80%的产率得到
  参考文献：
  名称：

  HALEY N. F., J. HETEROCYCL. CHEM. , 1977, 14, NO 7, 1245-1247

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-Diphenylpyrylium tetrafluoroborate 在 正丁基锂 、 高氯酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成 4-methyl-2,6-diphenylpyrylium perchlorate
  参考文献：
  名称：

  Benzotriazole-mediated 4-position derivatization of 2,6-diarylpyrylium cations by electrophiles

  摘要：

  2,6-Diaryl-4H-(benzotriazolyl)pyrans (7a-c) on treatment with n-butyllithium undergo smooth lithiation at the position a: to the benzotriazolyl moiety. In contrast to fused and bridged pyranyl derivatives, these pyranyl anions react with electrophiles by two routes: i) the expected electrophilic substitution resulting in various 4-alkyl- and 4-(omega-alkylfunctionalized)-pyrylium salts (12-19) or iii pyrylium ring rearrangement of 2,6-diarylpyrylium anions (8a-c), leading to 1,2-diaryl-3,1-cyclopentadien-1-ols (10a-c).

  DOI：

  10.1002/(sici)1521-3897(199902)341:2<152::aid-prac152>3.0.co;2-y

文献信息

• Zur Kenntnis der Thiopyryliumsalze
  作者：R. Wizinger、P. Ulrich

  DOI：10.1002/hlca.19560390124

  日期：——

  e überführen. Diese sind noch tieferfarbig als die analogen Pyryliumsalze. Die Beziehungen zwischen Konstitution und Farbe werden kurz besprochen. Die neue Methode ist auch auf die Vinylenhomologen der Triarylpyryliumsalze anwendbar.

  2,4,6-三芳基吡啶鎓盐可以容易地在丙酮中与硫化钠转化为三芳基硫代吡啶鎓盐。它们的颜色比类似的吡啶鎓盐还要深。简要讨论了构成与颜色之间的关系。该新方法也适用于三芳基吡啶鎓盐的亚乙烯基同系物。
• Δ3-Dihydropyrans and tetrahydropyrans by reduction of pyrylium salts with sodium borohydride in acetic acid
  作者：Teodor-Silviu Balaban、Alexandru T Balaban

  DOI：10.1016/s0040-4039(00)95365-6

  日期：1987.1

  major reduction products with triacetoxyborohydride (NaBH4 in AcOH) of 2,4,6-trisubstituted pyrylium salts bearing alkyl substituents in the 2- and/or 6- position are the Δ3-dihydropyrans with 2- and 6- substituents and the all--2,4,6-trisubstituted tetrahydropyrans. Δ3-Dihydropyrans are shown to be formed 2H-pyrans by a 1,4 reduction while tetrahydropyrans result from 4H-pyrans by reduction of both

  主要还原产物与三乙酰氧基硼（加入NaBH 4的AcOH）2,4,6-三取代的吡喃鎓盐轴承烷基取代基在2-和/或6-位置是Δ 3 -dihydropyrans与2-和6-取代基和全-2,4,6-三取代的四氢吡喃。Δ 3 -Dihydropyrans被示出为形成由1,4-还原2H吡喃而四氢吡喃通过还原既烯醇-醚双键的从4H-吡喃导致。
• Reaction of pyrylium salts with nucleophiles. Part 25. Formation of pyridine-1-oxides, 2-isoxazolines and 1-pyrazoline-1-oxides
  作者：Cornelia Uncuta、Miron Teodor Cǎproiu、Valentin Câmpeanu、Aurica Petride、Mariana G Dǎnilǎ、Marieta Plǎveti、Alexandru T Balaban

  DOI：10.1016/s0040-4020(98)00530-4

  日期：1998.8

  The reaction of tri- and tetrasubstituted pyrylium salts with hydroxylamine affords acyclic keto-ketoximes (to be described in a separate paper) which cyclize yielding pyridine-1-oxides and/or 2-isoxazolines. Both these classes of compounds, with many possible applications, can thus be obtained simply and in good yield. The regioselectivity of 2-isoxazoline formation from unsymetrically substituted

  三和四取代的吡啶鎓盐与羟胺的反应提供了无环酮-酮肟（将在另一篇论文中进行描述），其环化生成吡啶-1-氧化物和/或2-异恶唑啉。因此，这两种类型的化合物都有许多可能的应用，可以简单地以高收率获得。讨论了由不对称取代的吡啶鎓盐形成的2-异恶唑啉的区域选择性。前所未有的次要产物从形成2,6-二-吨丁基-4- methylpyrylium高氯酸盐和羟胺的两个分子是相应的1-吡唑啉-1-氧化物。提供了所有产品的机械合理性。
• The role of internal twisting in the photophysics of stilbazolium dyes
  作者：Martin Sczepan、Wolfgang Rettig、A. I. Tolmachev、V. V. Kurdyukov

  DOI：10.1039/b102779b

  日期：——

  The synthesis of selectively bridged stilbazolium dyes related to DASPMI is described. The comparison of steady-state and time-resolved fluorescence studies as a function of temperature allows one to develop a kinetic model on the basis of which the high photostability and absence of photoisomerization for these dyes can be understood. There are two possible photochemical deactivation channels: non-radiative decay through single-bond twisting which does not lead to a distinguishable photoisomer and through double bond twisting leading to trans–cis photoisomerization. The latter process is more than one order of magnitude slower than single-bond twisting for these compounds and is only observed in the compound where both single bonds are bridged. Lifetime maxima observed at low temperature indicate a further early structural relaxation not connected with bond twisting but with bond length changes.

  描述了与DASPMI相关的选择性桥联的斯蒂尔巴唑铵染料的合成。温度作为函数的稳态和时间分辨荧光研究的比较使人们能够建立一个动力学模型，基于该模型可以理解这些染料的高光稳定性和缺乏光异构化。存在两种可能的光化学去激发通道：通过单键扭转的非辐射衰减，不会导致可区分的光异构体，以及通过双键扭转导致的反–顺光异构化。对于这些化合物，后者的过程比单键扭转慢超过一个数量级，并且仅在两个单键都被桥接的化合物中观察到。在低温下观察到的寿命最大值表明，存在一种与键扭转无关但与键长变化相关的早期结构松弛过程。
• Carbonic Anhydrase Inhibitors. V: Pyrylium Salts in the Synthesis of Isozyme-Specific Inhibitors
  作者：Claudiu T. Supuran、Gheorghe Manole、Antonie Dinculescu、Ana Schiketanz、Mircea D. Gheorghiu、Ioan Puscas、Alexandru T. Balaban

  DOI：10.1002/jps.2600810726

  日期：1992.7

  properties of 2,4,6-tri-, 2,3,4,6-tetra-, or 2,3,4,5,6-pentasubstituted 1-(2-sulfonamido-1,3,4-thiadiazol-5-yl)pyridinium perchlorates are presented. The new compounds, putative inhibitors of membrane-bound carbonic anhydrase, were tested for inhibitory action on the bovine red cell enzyme.

  2,4,6-三-，2,3,4,6-四-或2,3,4,5,6-五取代的1-（2-磺酰胺基1,3,4-的合成及理化性质提出了噻二唑-5-基）吡啶鎓高氯酸盐。测试了新化合物，即膜结合碳酸酐酶的假定抑制剂，对牛红细胞酶具有抑制作用。