Literature DB >> 23869522

Dendrimers terminated with dichlorotriazine groups provide a route to compositional diversity.

Subrata Patra1, Brittany Kozura, Adela Y-T Huang, Alan E Enciso, Xiankai Sun, Jer-Tsong Hsieh, Chai-Lin Kao, Hui-Ting Chen, Eric E Simanek.   

Abstract

Triazine dendrimers terminated with either four or eight dichlorotriazines can be prepared in high yields by reacting an amine-terminated dendrimer with cyanuric chloride. These materials exist as white powders and are stable to storage at room temperature. Sequential nucleophilic aromatic substitution with two different amine nucleophiles yields compounds that display the desired compositional diversity. Reaction conditions for the substitution were developed using a model dichlorotriazine with amine nucleophiles at -20, 0, and 25 °C. Selective substitution is favored at lower temperatures and with more nucleophilic amine groups.

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Year:  2013        PMID: 23869522      PMCID: PMC4091816          DOI: 10.1021/ol400811h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  35 in total

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3.  Chemoselective building blocks for dendrimers from relative reactivity data.

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Review 5.  A synthetic "tour de force": well-defined multivalent and multimodal dendritic structures for biomedical applications.

Authors:  Lars Röglin; Edith H M Lempens; E W Meijer
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6.  HPLC separation of different generations of poly(amidoamine) dendrimers modified with various terminal groups.

Authors:  Mohammad T Islam; Xiangyang Shi; Lajos Balogh; James R Baker
Journal:  Anal Chem       Date:  2005-04-01       Impact factor: 6.986

7.  NIR-responsive and lectin-binding doxorubicin-loaded nanomedicine from Janus-type dendritic PAMAM amphiphiles.

Authors:  Lin Sun; Xiaofei Ma; Chang-Ming Dong; Bangshang Zhu; Xinyuan Zhu
Journal:  Biomacromolecules       Date:  2012-10-09       Impact factor: 6.988

8.  Janus-type dendrimer-like poly(ethylene oxide)s.

Authors:  Xiaoshuang Feng; Daniel Taton; Emmanuel Ibarboure; Elliot L Chaikof; Yves Gnanou
Journal:  J Am Chem Soc       Date:  2008-08-06       Impact factor: 15.419

9.  Intercepting the synthesis of triazine dendrimers with nucleophilic pharmacophores: a general strategy toward drug delivery vehicles.

Authors:  Vincent J Venditto; Kimberly Allred; Clinton D Allred; Eric E Simanek
Journal:  Chem Commun (Camb)       Date:  2009-08-11       Impact factor: 6.222

10.  A divergent route towards single-chemical entity triazine dendrimers with opportunities for structural diversity.

Authors:  Hannah Crampton; Emily Hollink; Lisa M Perez; Eric E Simanek
Journal:  New J Chem       Date:  2007-07-01       Impact factor: 3.591

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