Dynamic Covalent Chemistry for Synthesis and Co-conformational Control of Mechanically Interlocked Molecules

被引:27
作者
Yu, Jingjing [1 ]
Gaedke, Marius [1 ]
Schaufelberger, Fredrik [1 ]
机构
[1] KTH Royal Inst Technol, Dept Chem, Teknikringen 30, S-10044 Stockholm, Sweden
基金
瑞典研究理事会;
关键词
Chemical topology; Dynamic covalent chemistry; Imines; Mechanically interlocked molecules; Molecular machines; COMBINATORIAL SYNTHESIS; TREFOIL KNOT; CATENANES; BINDING; MACROCYCLE; DISCOVERY; ROTAXANES; COOPERATIVITY; CHIRALITY; POLYMERS;
D O I
10.1002/ejoc.202201130
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mechanically interlocked molecules have found extensive applications in areas all across the physical sciences, from materials to catalysis and sensing. However, introducing mechanical bonds and entanglements at the molecular level is still a significant challenge due to the inherent restriction in entropy needed to preorganize strands before interlocking. Over the last decade, dynamic covalent chemistry has emerged as one of the most efficient methods of forming rotaxanes, catenanes and molecular knots. By using reversible bonds such as imines, disulfides and boronate esters, one can use the inherent error-correction in these linkages to form interlocked architectures with high fidelity and often in excellent yields. This review reports on recent advances in the use of dynamic covalent chemistry to make mechanically interlocked molecules, systematically surveying clipping, capping and templating approaches with dynamic bonds. Furthermore, it is also discussed how dynamic bonds can be used to control motion, co-conformational expression and catalytic activity in mechanically interlocked molecular machinery.
引用
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页数:17
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