Bis(diethylamino)carbene and the mechanism of dimerisation for simple diaminocarbenes

被引:49
作者
Alder, RW [1 ]
Chaker, L [1 ]
Paolini, FPV [1 ]
机构
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
关键词
D O I
10.1039/b409112d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bis(diethylamino) carbene is kinetically stable to dimerization in THF at ambient temperature; dimer formed during carbene generation arises from reaction of the carbene with the precursor formamidinium ion; this is probably the commonest route to tetraaminoethene dimers, and in a related case the intermediate protonated tetraaminoethene can be observed by NMR.
引用
收藏
页码:2172 / 2173
页数:2
相关论文
共 16 条
  • [1] Preparation of tetraalkylformamidinium salts and related species as precursors to stable carbenes
    Alder, RW
    Blake, ME
    Bufali, S
    Butts, CP
    Orpen, AG
    Schütz, J
    Williams, SJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (14): : 1586 - 1593
  • [2] Complexation of stable carbenes with alkali metals
    Alder, RW
    Blake, ME
    Bortolotti, C
    Bufali, S
    Butts, CP
    Linehan, E
    Oliva, JM
    Orpen, AG
    Quayle, MJ
    [J]. CHEMICAL COMMUNICATIONS, 1999, (03) : 241 - 242
  • [3] Bis(diisopropylamino)carbene
    Alder, RW
    Allen, PR
    Murray, M
    Orpen, AG
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (10): : 1121 - 1123
  • [4] Bis(N-piperidyl)carbene and its slow dimerisation to tetrakis(N-piperidyl)ethene
    Alder, RW
    Blake, ME
    [J]. CHEMICAL COMMUNICATIONS, 1997, (16) : 1513 - 1514
  • [5] ALDER RW, 2002, DIAMINOCARBENES EXPL
  • [6] Constructing a stable carbene with a novel topology and electronic framework
    Bazinet, P
    Yap, GPA
    Richeson, DS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (44) : 13314 - 13315
  • [7] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE
    BECKE, AD
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) : 5648 - 5652
  • [8] Stable carbenes
    Bourissou, D
    Guerret, O
    Gabbaï, FP
    Bertrand, G
    [J]. CHEMICAL REVIEWS, 2000, 100 (01) : 39 - 91
  • [9] REACTIVITY OF THE THIAZOLIUM C2 YLIDE IN APROTIC-SOLVENTS - NOVEL EXPERIMENTAL-EVIDENCE FOR ADDITION RATHER THAN INSERTION REACTIVITY
    CHEN, YT
    JORDAN, F
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (17) : 5029 - 5038
  • [10] The first metal complexes of bis(diisopropylamino)carbene: synthesis, structure and ligand properties
    Denk, K
    Sirsch, P
    Herrmann, WA
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 649 (02) : 219 - 224