A novel structural type of conformationally fixed, mixed phosphonium-iodonium ylides based on phenoxaphosphinine

被引：0
|
作者：
A. S. Nenashev
D. S. Vinogradov
A. V. Mironov
T. A. Podrugina
机构：
[1] M. V. Lomonosov Moscow State University,Department of Chemistry
来源：
Russian Chemical Bulletin | 2020年 / 69卷
关键词：
mixed ylides; phosphonium ylides; phosphonium-iodonium ylides; phenoxaphosphinine; cyclic phosphines;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A synthetic approach to a novel type of phosphonium and mixed phosphonium-iodonium ylides containing a conformationally fixed phosphonium fragment is developed. New representatives of these families of chemical compounds based on cyclic phenoxaphosphinine were synthesized. One compound was structurally characterized by single-crystal X-ray diffraction. Based on the 1H NMR data, one can state that phosphonium ylide exists in solution in the form of two geometric isomers even at room temperature. This is indicative of pronounced double-bond character of the bond between the ylide carbon atom and the stabilizing carbomethoxy group.
引用
收藏
页码：2333 / 2339
页数：6
相关论文
共 50 条
  • [1] A novel structural type of conformationally fixed, mixed phosphonium-iodonium ylides based on phenoxaphosphinine
    Nenashev, A. S.
    Vinogradov, D. S.
    Mironov, A., V
    Podrugina, T. A.
    RUSSIAN CHEMICAL BULLETIN, 2020, 69 (12) : 2333 - 2339
  • [2] Cyclic-Phenoxaphosphinine-Based Mixed Phosphonium-Iodonium Ylides with Electron-Withdrawing Substituents - Synthesis and Structural Features
    Nenashev, Anton
    Dospekhov, Dmitrii
    Zavaruev, Mikhail
    Potapov, Ilia
    Levina, Irina
    Roznyatovsky, Vitaly
    Mironov, Andrey
    Pisarev, Sergey
    Pavlova, Anna
    Podrugina, Tatyana
    CHEMISTRYSELECT, 2023, 8 (37):
  • [3] Radical Intermediates in Reactions of Mixed Phosphonium-Iodonium Ylides
    Nekipelova, T. D.
    Motyakin, M. V.
    Kasparov, V. V.
    Degtyarev, E. N.
    Levina, I. I.
    Potapov, I. D.
    Podrugina, T. A.
    RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY B, 2019, 13 (06) : 907 - 914
  • [4] A new P-heterocyclic type of phosphonium-iodonium ylides based on dibenzophosphole
    Nenashev, Anton S.
    Dospekhov, Dmitry A.
    Podrugina, Tatyana A.
    MENDELEEV COMMUNICATIONS, 2021, 31 (05) : 618 - 619
  • [5] Remarkable Mechanism of the Reaction between Mixed Phosphonium-Iodonium Ylides and Acetylenes
    Nekipelova, T. D.
    Podrugina, T. A.
    KINETICS AND CATALYSIS, 2020, 61 (02) : 159 - 173
  • [6] Remarkable Mechanism of the Reaction between Mixed Phosphonium-Iodonium Ylides and Acetylenes
    T. D. Nekipelova
    T. A. Podrugina
    Kinetics and Catalysis, 2020, 61 : 159 - 173
  • [7] Free radicals in photolysis of mixed phosphonium-iodonium ylides and in their reactions with acetylenes
    Nekipelova, T. D.
    Kasparov, V. V.
    Kovarskii, A. L.
    Vorobiev, A. Kh.
    Podrugina, T. A.
    Vinogradov, D. S.
    Kuzmin, V. A.
    Zefirov, N. S.
    DOKLADY PHYSICAL CHEMISTRY, 2017, 474 : 109 - 113
  • [8] Novel Photochemical Reactions of Phosphonium-Iodonium Ylides: Synthesis of Phosphonium-Substituted Oxazoles
    Matveeva, Elena D.
    Podrugina, Tatyana A.
    Pavlova, Anna S.
    Mironov, Andrey V.
    Gleiter, Rolf
    Zefirov, Nikolai S.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (14) : 2323 - 2327
  • [9] Photochemical Synthesis of Phosphinolines from Phosphonium-Iodonium Ylides
    Matveeva, Elena D.
    Podrugina, Tatyana A.
    Taranova, Marina A.
    Borisenko, Anatolyi A.
    Mironov, Andrey V.
    Gleiter, Rolf
    Zefirov, Nikolay S.
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (02): : 566 - 572
  • [10] Regioselective heterocyclization of mixed phosphonium-iodonium ylides with acetylenes involving dimethyl acetylenedicarboxylate
    Potapov, I. D.
    Voznarskiy, A. Yu
    Mironov, A., V
    Motyakin, M., V
    Nekipelova, T. D.
    Podrugina, T. A.
    RUSSIAN CHEMICAL BULLETIN, 2022, 71 (05) : 1027 - 1033
12345