Synthesis of new amphiphilic dendrons bearing aliphatic hydrocarbon surface sectors and a monocarboxylic or dicarboxylic acid focal point

被引:22
作者
Chow, HF [1 ]
Ng, KF [1 ]
Wang, ZY [1 ]
Wong, CH [1 ]
Luk, T [1 ]
Lo, CM [1 ]
Yang, YY [1 ]
机构
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
关键词
D O I
10.1021/ol0526928
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A new series of amphiphilic G1-G3 dendrons containing purely aliphatic hydrocarbon dendritic surface sectors and one or two carboxylic acid group(s) at the focal point was synthesized in good yields. The key branching steps involve diallylation reactions of diethyl malonate or Meldrum's acid. These dendrons are highly soluble in hexane despite having highly polar carboxylic acid groups at the focal point.
引用
收藏
页码:471 / 474
页数:4
相关论文
共 30 条
  • [1] Regulation of in vitro gene expression using antisense oligonucleotides or antisense expression plasmids transfected using starburst PAMAM dendrimers
    Bielinska, A
    KukowskaLatallo, JF
    Johnson, J
    Tomalia, DA
    Baker, JR
    [J]. NUCLEIC ACIDS RESEARCH, 1996, 24 (11) : 2176 - 2182
  • [2] Synthesis and self-assembly of amphiphilic dendrimers based on aliphatic polyether-type dendritic cores
    Cho, BK
    Jain, A
    Nieberle, J
    Mahajan, S
    Wiesner, U
    Gruner, SM
    Türk, S
    Räder, HJ
    [J]. MACROMOLECULES, 2004, 37 (11) : 4227 - 4234
  • [3] Dendrimer interior functional group conversion and dendrimer metamorphosis - New approaches to the synthesis of oligo(dibenzyl sulfone) and oligo(phenylenevinylene) dendrimers
    Chow, HF
    Ng, MK
    Leung, CW
    Wang, GX
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (40) : 12907 - 12915
  • [4] AN INVESTIGATION OF THE THERMAL-DECOMPOSITION OF THE METHOHYDROXIDES AND METHODEUTERIO-OXIDES OF SOME 5-N,N-DIMETHYLAMINOPENT-1-ENES
    COCKER, W
    GERAGHTY, NWA
    MCMURRY, TBH
    SHANNON, PVR
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (10): : 2245 - 2254
  • [5] A simple orthogonal approach to poly(phenylenevinylene) dendrimers
    Deb, SK
    Maddux, TM
    Yu, LP
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (38) : 9079 - 9080
  • [6] Synthesis, characterization, and optical response of dipolar and non-dipolar poly(phenylenevinylene) dendrimers
    Díez-Barra, E
    García-Martínez, JC
    Merino, S
    del Rey, R
    Rodríguez-López, J
    Sánchez-Verdú, P
    Tejeda, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (17) : 5664 - 5670
  • [7] C2-symmetric chiral bis(oxazoline)-metal complexes in catalytic asymmetric synthesis
    Ghosh, AK
    Packiarajan, M
    Cappiello, J
    [J]. TETRAHEDRON-ASYMMETRY, 1998, 9 (01) : 1 - 45
  • [8] Synthesis of a chiral micelle-like dendrimer with phenylene dendrons and a 1,1′-binaphthyl core
    Gong, LZ
    Pu, L
    [J]. TETRAHEDRON LETTERS, 2001, 42 (42) : 7337 - 7340
  • [9] Light-driven catalysis within dendrimers:: Designing amphiphilic singlet oxygen sensitizers
    Hecht, S
    Fréchet, JMJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (28) : 6959 - 6960
  • [10] Effects of polymer architecture and nanoenvironment in acylation reactions employing dendritic (dialkylamino)pyridine catalysts
    Helms, B
    Liang, CO
    Hawker, CJ
    Fréchet, JMJ
    [J]. MACROMOLECULES, 2005, 38 (13) : 5411 - 5415