Double Arbuzov Reaction. Synthesis of Bis(ω-cyanoalkyl)phosphinic Acids

被引：0
|
作者：
Ragulin, V. V. [1 ]
机构：
[1] Russian Acad Sci, Inst Physiol Act Subst, Severnyi Proezd 1, Chernogolovka 142432, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2019年 / 89卷 / 08期
基金：
俄罗斯科学基金会; 俄罗斯基础研究基金会;
关键词：
Double Arbuzov reaction; ammonium hypophosphite; bis(trimethylsilyl)hypophosphite; omega-haloalkylnitriles; bis(omega-cyanoalkyl)phosphinic acids;
D O I：
10.1134/S1070363219080292
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A general method for the synthesis of symmetric bis(omega-cyanoalkyl)phosphinic acids from ammonium hypophosphite was proposed. The reaction of bis(trimethylsilyl)hypophosphite generated in situ with the omega-bromoalkylnitrile molecule according to the Arbuzov reaction and the subsequent silylation of the hydrophosphoryl intermediate leads to the formation of bis(trimethylsilyl)phosphonite. The latter reacts with the second omega-haloalkylnitrile molecule by the Arbuzov reaction with the formation of the second phosphorus-carbon bond.
引用
收藏
页码：1728 / 1730
页数：3
相关论文
共 50 条
  • [41] Monoalkyl Phosphinic Acids as Ligands in Nanocrystal Synthesis
    Dhaene, Evert
    Pokratath, Rohan
    Aalling-Frederiksen, Olivia
    Jensen, Kirsten M. O.
    Smet, Philippe F.
    De Buysser, Klaartje
    De Roo, Jonathan
    ACS NANO, 2022, 16 (05) : 7361 - 7372
  • [42] Synthesis of phosphinic acids based on potassium hypophosphite
    Kurdyumova, NR
    Ragulin, VV
    Tsvetkov, EN
    ZHURNAL OBSHCHEI KHIMII, 1996, 66 (08): : 1402 - 1403
  • [43] The solid phase synthesis of unsymmetrical phosphinic acids
    Cox, PB
    Loh, VM
    Monteils, C
    Baxter, AD
    Boyd, EA
    TETRAHEDRON LETTERS, 2001, 42 (01) : 125 - 128
  • [44] CATALYTIC ASYMMETRIC SYNTHESIS OF CYCLOPROPANECARBOXYLIC ACIDS: AN APPLICATION OF CHIRAL COPPER CARBENOID REACTION.
    Aratani, Tadatoshi
    1600, (43):
  • [45] SOME VARIATIONS OF THE GRIGNARD SYNTHESIS OF PHOSPHINIC ACIDS
    KOSOLAPOFF, GM
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (12) : 5508 - 5509
  • [46] A re-investigation of resveratrol synthesis by Perkins reaction.: Application to the synthesis of aryl cinnamic acids
    Solladié, G
    Pasturel-Jacopé, Y
    Maignan, J
    TETRAHEDRON, 2003, 59 (18) : 3315 - 3321
  • [47] THE　SYNTHESIS　OF　O－MONOSACCHARIDYL－METHOXYCARBONYLPHOSPHONAMIDATES　BY　ARBUZOV　REACTION
    Ru Yu CHEN
    Xiao Ru CHEN and Hut LI Institute of Elemento-Organic Chemistry
    Chinese Chemical Letters, 1995, (01) : 23 - 26
  • [48] SYNTHESIS OF SILICONPHOSPHORUS-CONTAINING COMPOUNDS BY ARBUZOV REACTION
    BUGERENK.EF
    PETUKHOV.AS
    CHERNYSH.EA
    JOURNAL OF GENERAL CHEMISTRY USSR, 1970, 40 (03): : 579 - &
  • [49] OPTIMAL CONDITIONS OF SYNTHESIS OF BIS(HYDROXYMETHYL) PHOSPHINIC ACID
    NAZAROV, YV
    MUSLINKIN, AA
    KUTUEV, AA
    JOURNAL OF APPLIED CHEMISTRY OF THE USSR, 1981, 54 (09): : 1852 - 1855
  • [50] SYNTHESIS OF BIS(HYDROXYMETHYL)PHOSPHINIC ACID ALKYL ESTERS
    ROMANENKO, VD
    KORNUTA, PP
    MARKOVSKII, LN
    ZHURNAL OBSHCHEI KHIMII, 1978, 48 (05): : 1182 - 1183
12345