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
  • [31] NARAYANAN VV, 1996, POLYM PREPR, V37, P419
  • [32] Newkome GR, 1999, CHEM-EUR J, V5, P1445, DOI 10.1002/(SICI)1521-3765(19990503)5:5<1445::AID-CHEM1445>3.0.CO
  • [33] 2-T
  • [34] Suprasupermolecules with novel properties: Metallodendrimers
    Newkome, GR
    He, EF
    Moorefield, CN
    [J]. CHEMICAL REVIEWS, 1999, 99 (07) : 1689 - 1746
  • [35] Nanometric dendritic macromolecules: Stepwise assembly by double(2,2':6',2''-terpyridine)ruthenium(I) connectivity
    Newkome, GR
    He, EF
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 1997, 7 (07) : 1237 - 1244
  • [36] CHEMISTRY OF MICELLES SERIES .18. CASCADE POLYMERS - SYNTHESES AND CHARACTERIZATION OF ONE-DIRECTIONAL ARBOROLS BASED ON ADAMANTANE
    NEWKOME, GR
    BEHERA, RK
    MOOREFIELD, CN
    BAKER, GR
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (25) : 7162 - 7167
  • [37] ROUTES TO DENDRITIC NETWORKS - BIS-DENDRIMERS BY COUPLING OF CASCADE MACROMOLECULES THROUGH METAL CENTERS
    NEWKOME, GR
    GUTHER, R
    MOOREFIELD, CN
    CARDULLO, F
    ECHEGOYEN, L
    PEREZCORDERO, E
    LUFTMANN, H
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (18): : 2023 - 2026
  • [38] Effects of dendrimer generation on site isolation of core moieties: Electrochemical and fluorescence quenching studies with metalloporphyrin core dendrimers
    Pollak, KW
    Leon, JW
    Frechet, JMJ
    Maskus, M
    Abruna, HD
    [J]. CHEMISTRY OF MATERIALS, 1998, 10 (01) : 30 - 38
  • [39] Photoinduced electron transfer reactions through dendrimer architecture
    Sadamoto, R
    Tomioka, N
    Aida, T
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (16) : 3978 - 3979
  • [40] Preparation of a redox-gradient dendrimer. Polyamines designed for one-way electron transfer and charge capture
    Selby, TD
    Blackstock, SC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (46) : 12155 - 12156