Department of Chemistry, The University of Warwick, Coventry, CV4 7AL, UK.
Angew Chem Int Ed Engl. 2017 Dec 22;56(52):16664-16668. doi: 10.1002/anie.201709934. Epub 2017 Dec 4.
Poly(ortho ester)s (POEs) are well-known for their surface-eroding properties and hence present unique opportunities for controlled-release and tissue-engineering applications. Their development and wide-spread investigation has, however, been severely limited by challenging synthetic requirements that incorporate unstable intermediates and are therefore highly irreproducible. Herein, the first catalytic method for the synthesis of POEs using air- and moisture-stable vinyl acetal precursors is presented. The synthesis of a range of POE structures is demonstrated, including those that are extremely difficult to achieve by other synthetic methods. Furthermore, application of this chemistry permits efficient installation of functional groups through ortho ester linkages on an aliphatic polycarbonate.
聚(原酸酯)(POE)以其表面侵蚀特性而闻名,因此为控制释放和组织工程应用提供了独特的机会。然而,它们的发展和广泛研究受到挑战性的合成要求的严重限制,这些要求包含不稳定的中间体,因此高度不可重复。在此,提出了使用空气和水分稳定的乙烯基缩醛前体合成 POE 的第一种催化方法。展示了一系列 POE 结构的合成,包括其他合成方法极难实现的结构。此外,这种化学方法的应用允许通过脂肪族聚碳酸酯上的原酸酯键有效地安装官能团。