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Dynamic combinatorial chemistry

About: Dynamic combinatorial chemistry is a research topic. Over the lifetime, 386 publications have been published within this topic receiving 17728 citations.


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TL;DR: Some recent examples where dynamic covalent chemistry has been demonstrated are shown to emphasise the basic concepts of this area of science.
Abstract: Dynamic covalent chemistry relates to chemical reactions carried out reversibly under conditions of equilibrium control. The reversible nature of the reactions introduces the prospects of "error checking" and "proof-reading" into synthetic processes where dynamic covalent chemistry operates. Since the formation of products occurs under thermodynamic control, product distributions depend only on the relative stabilities of the final products. In kinetically controlled reactions, however, it is the free energy differences between the transition states leading to the products that determines their relative proportions. Supramolecular chemistry has had a huge impact on synthesis at two levels: one is noncovalent synthesis, or strict self-assembly, and the other is supramolecular assistance to molecular synthesis, also referred to as self-assembly followed by covalent modification. Noncovalent synthesis has given us access to finite supermolecules and infinite supramolecular arrays. Supramolecular assistance to covalent synthesis has been exploited in the construction of more-complex systems, such as interlocked molecular compounds (for example, catenanes and rotaxanes) as well as container molecules (molecular capsules). The appealing prospect of also synthesizing these types of compounds with complex molecular architectures using reversible covalent bond forming chemistry has led to the development of dynamic covalent chemistry. Historically, dynamic covalent chemistry has played a central role in the development of conformational analysis by opening up the possibility to be able to equilibrate configurational isomers, sometimes with base (for example, esters) and sometimes with acid (for example, acetals). These stereochemical "balancing acts" revealed another major advantage that dynamic covalent chemistry offers the chemist, which is not so easily accessible in the kinetically controlled regime: the ability to re-adjust the product distribution of a reaction, even once the initial products have been formed, by changing the reaction's environment (for example, concentration, temperature, presence or absence of a template). This highly transparent, yet tremendously subtle, characteristic of dynamic covalent chemistry has led to key discoveries in polymer chemistry. In this review, some recent examples where dynamic covalent chemistry has been demonstrated are shown to emphasise the basic concepts of this area of science.

1,880 citations

Journal ArticleDOI
TL;DR: The thermodynamically-driven evolution of the system leads to the actual expression of the constituent(s) that present the best binding to/molecular recognition with the target site.
Abstract: The reversible connection between sets of basic components allows the generation of a large collection of compounds constituted by all possible combinations that are potentially available. It makes virtual combinatorial libraries of substances accessible through a dynamic approach to combinatorial chemistry. The thermodynamically-driven evolution of the system leads to the actual expression of the constituent(s) that present(s) the best binding to/molecular recognition with the target site (see diagram). The general concept of this methodology has wide applications in a variety of areas of science and technology.

751 citations

Journal ArticleDOI
TL;DR: Dynamic combinatorial chemistry is a recently introduced supramolecular approach that uses self-assembly processes to generate libraries of chemical compounds that are capable, in principle, of accelerating the identification of lead compounds for drug discovery.
Abstract: Dynamic combinatorial chemistry is a recently introduced supramolecular approach that uses self-assembly processes to generate libraries of chemical compounds. In contrast to the stepwise methodology of classical combinatorial techniques, dynamic combinatorial chemistry allows for the generation of libraries based on the continuous interconversion between the library constituents. Spontaneous assembly of the building blocks through reversible chemical reactions virtually encompasses all possible combinations, and allows the establishment of adaptive processes owing to the dynamic interchange of the library constituents. Addition of the target ligand or receptor creates a driving force that favours the formation of the best-binding constituent--a self-screening process that is capable, in principle, of accelerating the identification of lead compounds for drug discovery.

434 citations

Journal ArticleDOI
TL;DR: A review of dynamic covalent polymers can be found in this paper, where the main body of the review is presented in four sections: (i) utilization of dynamic Covalent bonds in reactive polymer blends, (ii) ring-chain equilibrium based on dynamic covariant bonds, (iii) reorganizable polymers and polymeric systems with dynamic cixent bonds, and (iv) dynamic smart polymer materials.

413 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20221
202120
202021
201917
20186
201715