Iterative exponential growth of stereo- and sequence-controlled polymers
Iterative exponential growth of stereo- and sequence-controlled polymers
复制标题
DOI：
10.1038/nchem.2346
复制
发表时间：
2015-10-01
期刊：
影响因子：
21.8
通讯作者：
Johnson, Jeremiah A.
中科院分区：
文献类型：
--
作者：
Barnes, Jonathan C.;Ehrlich, Deborah J. C.;Johnson, Jeremiah A.
化学家长期以来一直在寻找模仿自然界生物聚合物的序列控制合成聚合物，但能够绝对控制聚合物序列和结构的实用合成路线仍然是一个关键挑战。在这里，我们报告了一种迭代指数增长加侧链官能化（IEG+）策略，该策略从对映体纯环氧化物开始，促进了一系列具有不同序列和立体构型的均匀>3 kDa大分子的有效合成，这些大分子被偶联以产生具有传统聚合技术无法获得的序列和结构的单分子聚合物（>6 kDa）。还证明了三种十六聚体的选择性侧链脱保护，其赋予每种化合物溶于水的能力。我们预计，这些新的大分子和一般IEG+策略将发现广泛的应用程序作为一个通用的平台，可扩展的序列控制聚合物的合成。
Chemists have long sought sequence-controlled synthetic polymers that mimic nature's biopolymers, but a practical synthetic route that enables absolute control over polymer sequence and structure remains a key challenge. Here, we report an iterative exponential growth plus side-chain functionalization (IEG+) strategy that begins with enantiopure epoxides and facilitates the efficient synthesis of a family of uniform >3 kDa macromolecules of varying sequence and stereoconfiguration that are coupled to produce unimolecular polymers (>6 kDa) with sequences and structures that cannot be obtained using traditional polymerization techniques. Selective side-chain deprotection of three hexadecamers is also demonstrated, which imbues each compound with the ability to dissolve in water. We anticipate that these new macromolecules and the general IEG+ strategy will find broad application as a versatile platform for the scalable synthesis of sequence-controlled polymers.