P(RNCH2CH2)3N:: Very strong non-ionic bases useful in organic synthesis

被引:0
|
作者
Verkade, JG [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50010 USA
来源
关键词
pro-azaphosphatranes; transannulation; catalysis; basicity; nitrogen bases;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bases of the title type (pro-azaphosphatranes) are very strong (pK(a) ca. 32 in acetonitrile). After briefly reviewing recent uses of popular nitrogen-containing bases of various types, the synthesis, unusual structural features and unique chemical characteristics of pro-azaphosphatranes and some of their derivatives are described. Recent advances in utilizing pro-azaphosphatranes as stoichiometric reagents and as catalysts in a wide variety of useful organic transformations are then summarized. In their role as catalysts, pro-azaphosphatranes are seen not only to act as deprotonation agents, but also to activate for further reaction of carbon and silicon in several substrates possessing such atoms.
引用
收藏
页码:1 / 44
页数:44
相关论文
共 50 条
  • [1] P(RNCH2CH2)3n as very strong non-ionic bases and catalysts:: Recent advances and applications
    Verkade, JG
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (6-7) : 1621 - 1631
  • [2] POTENT BASES AND CATALYSTS BASED ON Z-P(RNCH2CH2)3N
    TANG, JS
    DOPKE, J
    VERKADE, JG
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1993, 205 : 157 - ORGN
  • [3] P(RNCH2CH2)3N:: Superbasic and catalytic cages
    D'Sa, B
    Kisanga, P
    McLeod, D
    Verkade, J
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1997, 124 : 223 - 232
  • [4] P(RNCH2CH2)3N:: An efficient promoter for the synthesis of 3-substituted coumarins
    Kisanga, P
    Fei, XS
    Verkade, J
    [J]. SYNTHETIC COMMUNICATIONS, 2002, 32 (08) : 1135 - 1144
  • [5] P(RNCH2CH2)3N:: An efficient promoter for the nitroaldol (Henry) reaction
    Kisanga, PB
    Verkade, JG
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (12): : 4298 - 4303
  • [6] P(RNCH2CH2)3N:: Efficient catalysts for transesterifications, acylations, and deacylations
    Ilankumaran, P
    Verkade, JG
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (09): : 3086 - 3089
  • [7] New chemistry of ZP(RNCH2CH2)3N systems
    Kisanga, P
    McLeod, D
    Liu, XD
    Yu, ZK
    Ilankumaran, P
    Wang, ZG
    McLaughlin, PA
    Verkade, JG
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1999, 144 : 101 - 104
  • [8] P(RNCH2CH2)3N:: A versatile and efficient catalyst for the conversion of aldoximes to nitriles
    Fei, XS
    Verkade, JG
    [J]. HETEROATOM CHEMISTRY, 1999, 10 (07) : 541 - 543
  • [9] P(RNCH2CH2)3N:: an efficient promoter for the direct synthesis of E-α,β-unsaturated esters
    Kisanga, P
    D'Sa, B
    Verkade, J
    [J]. TETRAHEDRON, 2001, 57 (38) : 8047 - 8052
  • [10] P(RNCH2CH2)3N:: Efficient 1,4-addition catalysts
    Kisanga, PB
    Ilankumaran, P
    Fetterly, BM
    Verkade, JG
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (11): : 3555 - 3560