5-Methyl-3-phenyl-1,3,4-oxadiazol-3-ium perchlorate | 17646-51-4

• 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: 5-Methyl-3-phenyl-1,3,4-oxadiazol-3-ium perchlorate
• 英文别名: 5-methyl-3-phenyl-[1,3,4]oxadiazol-3-ium perchlorate；2-methyl-4-phenyl-1-oxa-3,4-diazolium perchlorate；5-methyl-3-phenyl-[1,3,4]oxadiazolium; perchlorate；N-Phenyl(3)-5-methyl-1,3,4-oxadiazolium Perchlorat
• CAS: 17646-51-4
• 化学式: C₉H₉N₂O*ClO₄
• 分子量: 260.634
• InChiKey: WTTLUKQEPBQBKH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  (S)-1-(benzyloxy)-3-phenylpropan-2-amine 、 5-Methyl-3-phenyl-1,3,4-oxadiazol-3-ium perchlorate 在 溶剂黄146 作用下， 反应 2.0h， 以13%的产率得到(S)-4-(1-(benzyloxy)-3-phenylpropan-2-yl)-3-methyl-1-phenyl-4H-1,2,4-triazol-1-ium perchlorate
  参考文献：
  名称：

  Preparation of chiral 1,2,4-triazolium salts as new NHC precatalysts

  摘要：

  The preparation of new chiral N,N'-disubstituted 1,2,4-triazolium based NHC salt precursors, Ia' and Ib, from phenylhydrazine and L-phenylalanine is reported. The 1,3,4-trisubstituted triazolium salt Ia' was obtained by a stepwise ring construction from L-phenylalanine via the corresponding imino ether and acetohydrazonamide, while a heterocyclic O-/N-heteroatom exchange strategy, based on a ring-opening/ring-closure of the oxadiazolium precursor, afforded the 1,4-disubstituted 1.2,4-triazolium salt Ib. The need for two different synthetic strategies is discussed. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.002
• 作为产物：
  描述：

  N-Formyl-acetanilid 在 高氯酸 、 乙酸酐 作用下， 生成 5-Methyl-3-phenyl-1,3,4-oxadiazol-3-ium perchlorate
  参考文献：
  名称：

  1,3,4-恶二唑鎓盐和1,3,4-恶二唑并[3,2- a ]吡啶鎓盐的合成

  摘要：

  已经研究了一些简单的1,3,4-恶二唑的质子化和烷基化，并描述了一种新的1,3,4-恶二唑的合成。在高氯酸或氟硼酸的存在下，通过羧酸酐对二酰基芳基肼的作用，已经制备了许多含有新型杂环阳离子的3-芳基-1,3,4-恶二唑鎓盐。类似地由1-酰基氨基-2-吡啶酮形成1,3,4-氧杂二唑[3,2- a ]吡啶鎓盐。讨论了盐的稳定性及其ir和nmr光谱。

  DOI：

  10.1039/j39700001397

文献信息

• The enantioselective benzoin condensation promoted by chiral triazolium precatalysts: stereochemical control via hydrogen bonding
  作者：Sarah E. O'Toole、Stephen J. Connon

  DOI：10.1039/b908517c

  日期：——

  The design of a new class of triazolium ion precatalysts incorporating protic substituents is described. These materials promote the enantioselective benzoin condensation of a range of aromatic aldehydes (1–62% ee). Catalyst evaluation studies strongly support the involvement of hydrogen bond donation by the catalyst in the stereocentre-forming step of the catalytic cycle.

  一类新的设计 三唑鎓描述了掺入质子取代基的离子预催化剂。这些材料可促进多种芳香醛（1–62％ee）的对映选择性安息香缩合。催化剂评估研究强烈支持氢 在催化循环的立体中心形成步骤中，催化剂提供的氢键键合。
• Synthesis, structure and electronic properties of N-dialkylamino- and N-alkoxy-1,2,4-triazol-3-ylidene ligands
  作者：Manuel Alcarazo、Rosario Fernández、Eleuterio Álvarez、José M. Lassaletta

  DOI：10.1016/j.jorganchem.2005.07.120

  日期：2005.12

  4-Amino- and 4-alkoxy-1,2,4-triazoles 4a-d and 6 were readily obtained from the reaction of N,N-dimethyiformamidazin dihydrochloride 3 with hydrazines 2 and hydroxylamine 5. Alkylation of compounds 4a-d and 6 by MeOTf or MeI afforded azolium salts 9-11, which in turn were transformed into Rh(l) carbene complexes 13-15, Ag carbenes 16, and cationic Rh(l) bis-carbenes 17. Additionally.. complexes 13 and 15 were transformed into dicarbonyl derivatives 18 and 19, and the carbonyl stretching frequencies of these compounds were used to evaluate the effect of the amino and alkoxy groups in the sigma-donor ability of these 1,2,4-triazol-3-ylidenes. (c) 2005 Elsevier B.V. All rights reserved.