Reactive imidazole intermediates: simplified synthetic approach to functional aliphatic cyclic carbonates

文献情報

出版日 2014-08-13

DOI 10.1039/C4PY00911H

インパクトファクター 5.582

著者

Johan V. Olsson, Daniel Hult, Yanling Cai, Sandra García-Gallego, Michael Malkoch

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要旨

Reactive imidazole intermediates based on AB2 and A3 monomers, i.e. bis(methylol) propionic acid (bis-MPA) and trimethylolpropane (TMP) have successfully been synthesized and isolated on a 100 gram scale via a facile synthetic protocol using 1,1′-carbonyldiimidazole (CDI) as a key reagent. The robustness of the imidazole intermediates as bench stable precursors enabled the synthesis of a library of functional cyclic carbonates bearing relevant functionalities including hydrophilic PEGs, bioactive cholesterol and clickable groups. A number of functional polycarbonates were obtained by ring-opening polymerization, and their relevance in biomedical applications was highlighted by their low cytotoxicity on human dermal fibroblasts (hDF).

掲載誌

Polymer Chemistry

CiteScore: 8.6

自己引用率: 7.3%

年間論文数: 457

Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.

Reactive imidazole intermediates: simplified synthetic approach to functional aliphatic cyclic carbonates

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