Iterative exponential growth of stereo- and sequence-controlled polymers

被引:6
|
作者
Barnes, Jonathan C. [1 ]
Ehrlich, Deborah J. C. [1 ]
Gao, Angela X. [1 ]
Leibfarth, Frank A. [1 ]
Jiang, Yivan [1 ]
Zhou, Erica [1 ]
Jamison, Timothy F. [1 ]
Johnson, Jeremiah A. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
基金
美国国家科学基金会;
关键词
SOLID-PHASE SYNTHESIS; CONJUGATED OLIGOMERS; BUILDING-BLOCKS; RADICAL POLYMERIZATION; PRECISION POLYMERS; PEPTIDE-SYNTHESIS; MOLECULAR LENGTH; VINYL COPOLYMERS; CLICK CHEMISTRY; RAPID ROUTE;
D O I
10.1038/NCHEM.2346
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:810 / 815
页数:6
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