Divergent Synthesis of Chiral Covalent Organic Frameworks

被引:104
作者
Wang, Li-Ke [1 ]
Zhou, Jing-Jing [1 ]
Lan, Yu-Bao [1 ]
Ding, San-Yuan [1 ]
Yu, Wei [1 ]
Wang, Wei [1 ]
机构
[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; chirality; covalent organic frameworks; self-assembly; structure elucidation; ASYMMETRIC AMINATION; CONSTRUCTION; CRYSTALLINE; STABILITY; FUNCTIONALIZATION; CATALYSIS; PHASE;
D O I
10.1002/anie.201903534
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Featuring the simultaneous generation of a library of compounds from a certain intermediate, divergent synthesis has found increasing applications in the construction of natural products and potential medicines. Inspired by this approach, presented herein is a general strategy to introduce functionality, in a divergent manner, into covalent organic frameworks (COFs). This modular protocol includes two stages of covalent assembly, through which functional COFs can be constructed by a three-step transformation of a key platform molecule, such as 4,7-dibromo-2-chloro-1H-benzo[d]imidazole (DBCBI). Constructed herein are four types of chiral COFs (CCOFs) from DBCBI by nucleophilic substitution, Suzuki coupling, and imine formation. The unique array of eight isoframework CCOFs allowed investigation of their catalytic performance and structure-activity relationship in an asymmetric amination reaction.
引用
收藏
页码:9443 / 9447
页数:5
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