A Convenient Route to Diversely Substituted Icosahedral Closomer Nanoscaffolds
A Convenient Route to Diversely Substituted Icosahedral Closomer Nanoscaffolds
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DOI：
10.1021/ja204488p
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发表时间：
2011-08-17
影响因子：
15
通讯作者：
Hawthorne, M. Frederick
中科院分区：
文献类型：
--
作者：
Jalisatgi, Satish S.;Kulkarni, Vikas S.;Hawthorne, M. Frederick
设计和合成基于碳酸盐和氨基甲酸酯锚定基的二十面体多面体硼烷近体基序。十二氨基甲酸酯在其连接末端含有易于接近的感兴趣基团，通过激活B-OH顶点作为羰基碳酸盐及其随后与伯胺的反应合成。本文首次成功地合成了新型的十二碳酸酯接近体，该接近体是由[closob (12)(OH)(12)]（2-）与过量的各自的芳基氯甲酸盐反应而成，反应时间较短，条件温和，纯化策略简单，这些都是以前在接近体化学中存在的困难。该方法用于碳酸酯和氨基甲酸酯类接近体的12倍简并合成，将极大地促进接近体作为单分散纳米分子递送平台的进一步探索。
The design and synthesis of icosahedral polyhedral borane closomer motifs based upon carbonate and carbamate anchoring groups for biomedical applications are described. Dodecacarbamate closomers containing easily accessible groups of interest at their linker termini were synthesized via activation of the B-OH vertices as aryl carbonates and their subsequent reaction with primary amines. Novel dodecacarbonate closomers were successfully synthesized for the first time by reacting [closo-B(12)(OH)(12)](2-) with an excess of respective aryl chloroformates, utilizing relatively short reaction times, mild conditions and simple purification strategies, all of which had previously presented difficulties in closomer chemistry. This methodology for the 12-fold degenerate synthesis of carbonate and carbamate closomers will greatly facilitate further exploration of closomers as monodisperse nanomolecular delivery platforms.