Four Simultaneously Dynamic Covalent Reactions. Experimental Proof of Orthogonality
详细信息 查看全文
- 作者：Helen M. Seifert ; Karina Ramirez Trejo ; Eric V. Anslyn
- 刊名：Journal of the American Chemical Society
- 出版年：2016
- 出版时间：August 31, 2016
- 年：2016
- 卷：138
- 期：34
- 页码：10916-10924
- 全文大小：535K
- 年卷期：0
- ISSN：1520-5126
文摘
Dynamic covalent reactions are widely used in dynamic combinatorial chemistry. Most of these reactions are run under differing reaction conditions and exhibit cross-reactivity when components of multiple reactions are present in one reaction vessel. Herein, we report the study of four dynamic covalent reactions that react reversibly under identical reaction conditions and do not exhibit any cross-reactivity. Dynamic behavior was shown via 1H NMR based exchange experiments. Computational deconvolution of 1H NMR spectra containing the components for more than one of the orthogonal reactions allowed for a semiquantitative analysis of the complex mixtures formed, showing that the reactions proceed independently of each other. Therefore, it is possible to use all four reactions in one pot in a simultaneous, yet orthogonal fashion. This opens up possibilities for the preprogrammed formation of complex thermodynamic assemblies.