Zn(tmp)2:: A versatile base for the selective functionalization of C-H bonds

被引：56
作者：
Hlavinka, Mark L. [1 ]
Hagadorn, John R. [1 ]
机构：
[1] Univ Colorado, Dept Chem & Biochem, Boulder, CO 80309 USA
来源：
ORGANOMETALLICS | 2007年 / 26卷 / 17期
关键词：
D O I：
10.1021/om700475t
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Zn(tMP)(2) (tMP = 2,2,6,6-tetramethylpiperidinyl anion) is an effective base for the mild deprotonation of a broad range of substrates. Functionalized organozincs thus prepared are conveniently coupled with aryl bromides using typical Pd-catalyzed coupling methods.
引用
收藏
页码：4105 / 4108
页数：4
相关论文
共 35 条
  • [1] Sodium dialkyl-amidozincates: Alkyl or amido bases? An experimental and theoretical case study
    Andrikopoulos, PC
    Armstrong, DR
    Barley, HRL
    Clegg, W
    Dale, SH
    Hevia, E
    Honeyman, GW
    Kennedy, AR
    Mulvey, RE
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (17) : 6184 - 6185
  • [2] Dizincation and dimagnesiation of benzene using alkali-metal-mediated metallation
    Armstrong, David R.
    Clegg, William
    Dale, Sophie H.
    Graham, David V.
    Hevia, Eva
    Hogg, Lorna M.
    Honeyman, Gordon W.
    Kennedy, Alan R.
    Mulvey, Robert E.
    [J]. CHEMICAL COMMUNICATIONS, 2007, (06) : 598 - 600
  • [3] Alkali-metal-mediated zineation of ferrocene: Synthesis, structure, and reactivity of a lithium tmp/zincate reagent
    Barley, HRL
    Clegg, W
    Dale, SH
    Hevia, E
    Honeyman, GW
    Kennedy, AR
    Mulvey, RE
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (37) : 6018 - 6021
  • [4] Palladium-catalysed α-arylation of esters and amides under microwave conditions
    Bentz, E
    Moloney, MG
    Westaway, SM
    [J]. TETRAHEDRON LETTERS, 2004, 45 (40) : 7395 - 7397
  • [5] EQUILIBRIUM ACIDITIES IN DIMETHYL-SULFOXIDE SOLUTION
    BORDWELL, FG
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (12) : 456 - 463
  • [6] THE NATURE OF THE REFORMATSKY REAGENT - CRYSTAL-STRUCTURE OF (BRZNCH2COO-TERT-BU.THF)2
    DEKKER, J
    BUDZELAAR, PHM
    BOERSMA, J
    VANDERKERK, GJM
    SPEK, AL
    [J]. ORGANOMETALLICS, 1984, 3 (09) : 1403 - 1407
  • [7] ERDIK E, 1989, ORANOZINC REAGENTS O, P571
  • [8] Catalytic in situ generation of Zn(II)-alkynilides under mild conditions:: A novel C=N addition process utilizing terminal acetylenes
    Frantz, DE
    Fässler, R
    Carreira, EM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (48) : 11245 - 11246
  • [9] Cationic zinc enolates as highly active catalysts for acrylate polymerization
    Garner, Logan E.
    Zhu, Hongping
    Hlavinka, Mark L.
    Hagadorn, John R.
    Chen, Eugene Y. -X.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (46) : 14822 - 14823
  • [10] C-H bond functionalization in complex organic synthesis
    Godula, K
    Sames, D
    [J]. SCIENCE, 2006, 312 (5770) : 67 - 72
1234