Synthesis and Characterization of a Chiral Dendrimer Derived from Pentaerythritol

J.A. Kremers, E.W. Meijer

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    Abstract

    The synthesis and characterization of a chiral dendrimer in its racemic form is reported. The chirality of this macromol., with a mol. wt. of 2831, is based on a pentaerythritol core, acting as a stereocenter with 4 dendritic substituents of different generation. The synthesis makes use of a newly developed, general route to a multisubstituted pentaerythritol deriv. Resoln. of the dendrimer is hampered by conformational flexibility. However, this allows detailed 1H-NMR characterization indicating the stratified structure of the dendrimer. Considerable resoln. of the 1H-NMR signals of the inner protons in C6D6 and C6D5N suggests that 1 adopts an overall chiral shape in soln. [on SciFinder (R)]
    Original languageEnglish
    Pages (from-to)4262-4266
    JournalJournal of Organic Chemistry
    Volume59
    Issue number15
    DOIs
    Publication statusPublished - 1994

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    Dendrimers
    Nuclear magnetic resonance
    Chirality
    Protons
    pentaerythritol

    Cite this

    @article{0552f60d2c3b4c699ec6c4af157fdb74,
    title = "Synthesis and Characterization of a Chiral Dendrimer Derived from Pentaerythritol",
    abstract = "The synthesis and characterization of a chiral dendrimer in its racemic form is reported. The chirality of this macromol., with a mol. wt. of 2831, is based on a pentaerythritol core, acting as a stereocenter with 4 dendritic substituents of different generation. The synthesis makes use of a newly developed, general route to a multisubstituted pentaerythritol deriv. Resoln. of the dendrimer is hampered by conformational flexibility. However, this allows detailed 1H-NMR characterization indicating the stratified structure of the dendrimer. Considerable resoln. of the 1H-NMR signals of the inner protons in C6D6 and C6D5N suggests that 1 adopts an overall chiral shape in soln. [on SciFinder (R)]",
    author = "J.A. Kremers and E.W. Meijer",
    year = "1994",
    doi = "10.1021/jo00094a044",
    language = "English",
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    Synthesis and Characterization of a Chiral Dendrimer Derived from Pentaerythritol. / Kremers, J.A.; Meijer, E.W.

    In: Journal of Organic Chemistry, Vol. 59, No. 15, 1994, p. 4262-4266.

    Research output: Contribution to journalArticleAcademicpeer-review

    TY - JOUR

    T1 - Synthesis and Characterization of a Chiral Dendrimer Derived from Pentaerythritol

    AU - Kremers, J.A.

    AU - Meijer, E.W.

    PY - 1994

    Y1 - 1994

    N2 - The synthesis and characterization of a chiral dendrimer in its racemic form is reported. The chirality of this macromol., with a mol. wt. of 2831, is based on a pentaerythritol core, acting as a stereocenter with 4 dendritic substituents of different generation. The synthesis makes use of a newly developed, general route to a multisubstituted pentaerythritol deriv. Resoln. of the dendrimer is hampered by conformational flexibility. However, this allows detailed 1H-NMR characterization indicating the stratified structure of the dendrimer. Considerable resoln. of the 1H-NMR signals of the inner protons in C6D6 and C6D5N suggests that 1 adopts an overall chiral shape in soln. [on SciFinder (R)]

    AB - The synthesis and characterization of a chiral dendrimer in its racemic form is reported. The chirality of this macromol., with a mol. wt. of 2831, is based on a pentaerythritol core, acting as a stereocenter with 4 dendritic substituents of different generation. The synthesis makes use of a newly developed, general route to a multisubstituted pentaerythritol deriv. Resoln. of the dendrimer is hampered by conformational flexibility. However, this allows detailed 1H-NMR characterization indicating the stratified structure of the dendrimer. Considerable resoln. of the 1H-NMR signals of the inner protons in C6D6 and C6D5N suggests that 1 adopts an overall chiral shape in soln. [on SciFinder (R)]

    U2 - 10.1021/jo00094a044

    DO - 10.1021/jo00094a044

    M3 - Article

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    SP - 4262

    EP - 4266

    JO - Journal of Organic Chemistry

    JF - Journal of Organic Chemistry

    SN - 0022-3263

    IS - 15

    ER -