Soluble ferrocene conjugates for incorporation into self-assembled monolayers

被引:124
作者
Yu, CJ [1 ]
Chong, YC [1 ]
Kayyem, JF [1 ]
Gozin, M [1 ]
机构
[1] Clin Micro Sensors Inc, Pasadena, CA 91105 USA
关键词
D O I
10.1021/jo982392m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of phenylethynyl oligomers (I-V) possessing a ferrocene and thiol at each termini have been synthesized. These oligomers have been designed to overcome the inherent insolubility of this class of complexes by substitution at the phenyl groups with methyl and propoxy substituents. Several new reactions for preparing arenethiol-protected compounds are described. Interestingly, the generation of an arenethiol anion during base- or fluoride-catalyzed deprotection has been characterized.
引用
收藏
页码:2070 / 2079
页数:10
相关论文
共 41 条
  • [1] ARMITAGE B, 1994, J AM CHEM SOC, V116, P9854
  • [2] IMPROVEMENTS IN THE SYNTHESIS OF PHENYLACETYLENE MONODENDRONS INCLUDING A SOLID-PHASE CONVERGENT METHOD
    BHARATHI, P
    PATEL, U
    KAWAGUCHI, T
    PESAK, DJ
    MOORE, JS
    [J]. MACROMOLECULES, 1995, 28 (17) : 5955 - 5963
  • [3] FREE-ENERGY AND TEMPERATURE-DEPENDENCE OF ELECTRON-TRANSFER AT THE METAL-ELECTROLYTE INTERFACE
    CHIDSEY, CED
    [J]. SCIENCE, 1991, 251 (4996) : 919 - 922
  • [4] Electron transfer at electrodes through conjugated "molecular wire" bridges
    Creager, S
    Yu, CJ
    Bamdad, C
    O'Connor, S
    MacLean, T
    Lam, E
    Chong, Y
    Olsen, GT
    Luo, JY
    Gozin, M
    Kayyem, JF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (05) : 1059 - 1064
  • [5] CYGAN MT, 1995, J AM CHEM SOC, V118, P2721
  • [6] Energy transfer in dendritic macromolecules: Molecular size effects and the role of an energy gradient
    Devadoss, C
    Bharathi, P
    Moore, JS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (40) : 9635 - 9644
  • [7] DOISNEAU G, 1992, J ORGANOMET CHEM, V425, P113, DOI 10.1016/0022-328X(92)80026-T
  • [8] PARAMETERS AFFECTING VARIABLE ISOMER DISTRIBUTION IN FRIEDEL-CRAFTS ACETYLATION OF HEMIMELLITENE
    FRIEDMAN, L
    HONOUR, RJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (23) : 6344 - &
  • [9] Heck R.F., 1991, Comprehensive Organic Synthesis, V4, P833, DOI DOI 10.1016/B978-0-08-052349-1.00110-4
  • [10] HECK RF, 1982, ORG REACTIONS, V27, P345