Combining Orthogonal Chain-End Deprotections and Thiol-Maleimide Michael Coupling: Engineering Discrete Oligomers by an Iterative Growth Strategy

Combining Orthogonal Chain-End Deprotections and Thiol-Maleimide Michael Coupling: Engineering Discrete Oligomers by an Iterative Growth Strategy
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结合正交链端脱保护和硫醇-马来酰亚胺迈克尔偶联:通过迭代生长策略工程离散低聚物

DOI:
10.1002/anie.201706522
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发表时间:
2017-10-23
影响因子:
16.6
通讯作者:
Zhu, Xiulin
Zhu, Xiulin
中科院分区:
化学1区
文献类型:
--
作者:
Huang, Zhihao;Zhao, Junfei;Zhu, Xiulin

文献摘要

被引文献

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将正交马来酰亚胺和硫醇脱保护与硫醇-马来酰亚胺偶联组合,以使用迭代指数生长策略以2(n)-1的聚合度(DP)合成分子量高达27.4kDa(128 mer,7.9g)的克级离散低聚物/大分子。使用相同的化学,还产生了“可读”序列定义的寡聚体和离散的环状拓扑结构。此外,使用顺序生长(DP=2(n)-1)或双指数树枝状聚合物生长方法(DP=2(2n)-1)以显著加速的生长速率制备均匀的树枝状分子。一个通用的,有效的,和无金属的方法来构建具有定制结构和高生长速率的离散低聚物,将大大促进复杂聚合物材料的结构与性能关系的研究。
Orthogonal maleimide and thiol deprotections were combined with thiol-maleimide coupling to synthesize discrete oligomers/macromolecules on a gram scale with molecular weights up to 27.4 kDa (128mer, 7.9 g) using an iterative exponential growth strategy with a degree of polymerization (DP) of 2(n)-1. Using the same chemistry, a "readable" sequence-defined oligomer and a discrete cyclic topology were also created. Furthermore, uniform dendrons were fabricated using sequential growth (DP=2(n)-1) or double exponential dendrimer growth approaches (DP=2(2n)-1) with significantly accelerated growth rates. Aversatile, efficient, and metal-free method for construction of discrete oligomers with tailored structures and a high growth rate would greatly facilitate research into the structure-property relationships of sophisticated polymeric materials.