Reactions of Elemental Phosphorus and Phosphine with Electrophiles in Superbasic Systems: XVI. Phosphorylation of Benzyl Chloride with Elemental Phosphorus and Phosphine

被引：0
|
作者：
B. A. Trofimov
N. K. Gusarova
S. F. Malysheva
S. I. Shaikhudinova
N. A. Belogorlova
T. I. Kazantseva
B. G. Sukhov
G. V. Plotnikova
机构：
[1] Russian Academy of Sciences,Favorskii Irkutsk Institute of Chemistry, Siberian Division
[2] Irkutsk State University,undefined
来源：
Russian Journal of General Chemistry | 2005年 / 75卷
关键词：
Oxide; Chloride; Phosphorus; Benzyl; Similar Condition;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
The major product of the reaction of benzyl chloride with red phosphorus in the system concentrated aqueous KOH-dioxane-phase-transfer catalyst (43–95°C, Ar) is tribenzylphosphine oxide (yield up to 61%). Under similar conditions, phosphorylation of benzyl chloride with white phosphorus occurs differently, yielding dibenzylphosphine oxide as major product. Conditions are found for preparative synthesis of dibenzylphosphine from phosphine and benzyl chloride in the system KOH-DMSO.
引用
收藏
页码：684 / 688
页数：4
相关论文
共 39 条
  • [21] Reactions of red phosphorus and phosphine with electrophiles in superbasic systems .9. Attachment of phosphine to vinylpyridines in KOH-DMSO system
    Gusarova, NK
    Trofimov, BA
    Malysheva, SF
    Shaikhudinova, SI
    Belogorlova, NA
    Arbuzova, SN
    Nepomnyashchikh, KV
    Dmitriev, VI
    ZHURNAL OBSHCHEI KHIMII, 1997, 67 (01): : 70 - 76
  • [22] REACTIONS OF ELEMENTAL PHOSPHORUS WITH ELECTROPHILES IN SUPERBASIC SYSTEMS .5. REACTION OF RED PHOSPHORUS WITH VINYLPYRIDINES AND ITS ULTRASONIC ACTIVATION
    GUSAROVA, NK
    TROFIMOV, BA
    MALYSHEVA, SF
    ARBUZOV, ASN
    SHAIKHUDINOVA, SI
    DMITRIEV, VI
    POLUBENTSEV, AV
    ALBANOV, AI
    ZHURNAL OBSHCHEI KHIMII, 1993, 63 (01): : 53 - 59
  • [23] SYNTHESIS OF TERTIARY PHOSPHINE OXIDES FROM ELEMENTAL PHOSPHORUS
    RAUHUT, MM
    BERNHEIMER, R
    SEMSEL, AM
    JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (02): : 478 - &
  • [24] Synthesis of organic phosphines and phosphine oxides from elemental phosphorus and phosphine in the presence of strong bases
    Gusarova, NK
    Malysheva, SF
    Arbuzova, SN
    Trofimov, BA
    RUSSIAN CHEMICAL BULLETIN, 1998, 47 (09) : 1645 - 1652
  • [25] Synthesis of organic phosphines and phosphine oxides from elemental phosphorus and phosphine in the presence of strong bases
    N. K. Gusarova
    S. F. Malysheva
    S. N. Arbuzova
    B. A. Trofimov
    Russian Chemical Bulletin, 1998, 47 : 1645 - 1652
  • [26] First example of direct phosphorylation of vinyl silanes with elemental phosphorus in superbasic media
    A. V. Artem’ev
    N. K. Gusarova
    A. O. Korocheva
    E. A. Matveeva
    B. A. Trofimov
    Russian Journal of General Chemistry, 2015, 85 : 2416 - 2417
  • [27] First example of direct phosphorylation of vinyl silanes with elemental phosphorus in superbasic media
    Artem'ev, A. V.
    Gusarova, N. K.
    Korocheva, A. O.
    Matveeva, E. A.
    Trofimov, B. A.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2015, 85 (10) : 2416 - 2417
  • [28] RED PHOSPHORUS REACTION WITH ELECTROPHILES IN SUPERBASIC SYSTEMS .1. TRIS(Z-STYRYL)PHOSPHINE AND ITS DERIVATIVES
    GUSAROVA, NK
    TROFIMOV, BA
    RAKHMATULINA, TN
    MALYSHEVA, SF
    TATARINOVA, AA
    SINEGOVSKAYA, LM
    VORONKOV, MG
    ZHURNAL OBSHCHEI KHIMII, 1990, 60 (02): : 300 - 303
  • [29] REACTIONS OF ELEMENTARY PHOSPHORUS WITH ELECTROPHILES IN SUPERBASIC SYSTEMS .4. INTERACTION OF RED PHOSPHORUS WITH STYRENE
    TROFIMOV, BA
    MALYSHEVA, SF
    RAKHMATULINA, TN
    GUSAROV, AV
    GUSAROVA, NK
    ZHURNAL OBSHCHEI KHIMII, 1991, 61 (09): : 1955 - 1958
  • [30] REACTIONS OF ELEMENTARY PHOSPHORUS WITH ELECTROPHILES IN SUPERBASIC SYSTEMS .3. INTERACTION OF RED PHOSPHORUS WITH PHENYLACETYLENE
    TROFIMOV, BA
    GUSAROVA, NK
    RAKHMATULINA, TN
    MALYSHEVA, SF
    LYAVINETS, AS
    VORONKOV, MG
    ZHURNAL OBSHCHEI KHIMII, 1991, 61 (06): : 1310 - 1315
1234