Synthesis, electrochemistry, and interactions with β-cydodextrin of dendrimers containing a single ferrocene subunit located "off-center"

被引:104
作者
Cardona, CM
McCarley, TD
Kaifer, AE [1 ]
机构
[1] Univ Miami, Ctr Supramol Sci, Coral Gables, FL 33124 USA
[2] Univ Miami, Dept Chem, Coral Gables, FL 33124 USA
[3] Louisiana State Univ, Choppin Labs Chem, Baton Rouge, LA 70803 USA
关键词
D O I
10.1021/jo991973o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two series of dendrimers containing a single ferrocene unit located in the focal point of these macromolecules have been synthesized and characterized. The first series of dendrimers has considerable lipophilic character, with tert-butyl ester groups located in their peripheral regions. In contrast, the second series of dendrimers was obtained by the hydrolysis of these peripheral ester groups, yielding water-soluble dendrimers with carboxylic acid groups in their surfaces. The electrochemical properties of these macromolecules were strongly affected by the dendritic groups attached to the ferrocene subunits. Host-guest interactions between the water-soluble dendrimers and the well-known receptor P-cyclodextrin were also investigated. The dendritic groups were found to hamper markedly the formation of inclusion complexes between the cyclodextrin receptor and the dendrimer's ferrocene unit.
引用
收藏
页码:1857 / 1864
页数:8
相关论文
共 49 条
  • [1] ELECTRODES MODIFIED WITH ELECTROACTIVE FILMS OF ORGANOMETALLIC DENDRIMERS
    ALONSO, B
    MORAN, M
    CASADO, CM
    LOBETE, F
    LOSADA, J
    CUADRADO, I
    [J]. CHEMISTRY OF MATERIALS, 1995, 7 (08) : 1440 - 1442
  • [2] ORGANOMETALLIC SILICON DENDRIMERS
    ALONSO, B
    CUADRADO, I
    MORAN, M
    LOSADA, J
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (22) : 2575 - 2576
  • [3] Designing dendrimers based on transition metal complexes. Light-harvesting properties and predetermined redox patterns
    Balzani, V
    Campagna, S
    Denti, G
    Juris, A
    Serroni, S
    Venturi, M
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (01) : 26 - 34
  • [4] Dendrimer-metalloporphyrins: Synthesis and catalysis
    Bhyrappa, P
    Young, JK
    Moore, JS
    Suslick, KS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (24) : 5708 - 5711
  • [5] First-generation chiral metallodendrimers: Stereoselective synthesis of rigid D-3-symmetric tetranuclear ruthenium complexes
    Bodige, S
    Torres, AS
    Maloney, DJ
    Tate, D
    Kinsel, GR
    Walker, AK
    MacDonnell, FM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (43) : 10364 - 10369
  • [6] About dendrimers: Structure, physical properties, and applications
    Bosman, AW
    Janssen, HM
    Meijer, EW
    [J]. CHEMICAL REVIEWS, 1999, 99 (07) : 1665 - 1688
  • [7] BRYCE MR, 1994, ANGEW CHEM INT EDIT, V33, P1761, DOI 10.1002/anie.199417611
  • [8] Asymmetric redox-active dendrimers containing a ferrocene subunit. Preparation, characterization, and electrochemistry
    Cardona, CM
    Kaifer, AE
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (16) : 4023 - 4024
  • [9] Dendritic models of redox proteins: X-ray photoelectron spectroscopy and cyclic voltammetry studies of dendritic bis(terpyridine) iron(II) complexes
    Chow, HF
    Chan, IYK
    Chan, DTW
    Kwok, RWM
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (09) : 1085 - 1091
  • [10] Dioxygen and carbon monoxide binding in dendritic iron(II)porphyrins
    Collman, JP
    Fu, L
    Zingg, A
    Diederich, F
    [J]. CHEMICAL COMMUNICATIONS, 1997, (02) : 193 - 194