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JKMRS Volume 27, No 2, pp 10, Diastereomeric Strain-Promoted A...
2023년 06월 20일 / 조회수: 144
Diastereomeric Strain-Promoted Azide-Alkyne Cycloaddition: determination of configuration with the 2D NMR techniques

Hye Jin Jeong*

Department of Chemistry, Colorado State University, Fort Collins, 80523, United States 




Received Jun 13, 2023; Revised Jun 18, 2023; Accepted Jun 19, 2023

 
Abstract The Strain-Promoted Azide–Alkyne Cycloaddition (SPAAC) is a powerful method for synthesizing triazoles, even under physiological conditions, without a copper catalyst. This technique provides an efficient means for everyone to synthesize complex triazole derivatives rapidly. In order to investigate the configuration of triazole derivatives using bicyclo[6.1.0.]-nonyne (BCN) and chiral azide, it is necessary to employ the 2D NMR. Both 1D and 2D NMR (COSY, HSQC, 15N HMBC) are used to analyze the complex triazole product containing cyclooctyne, a diastereomeric product. The stereometric difference of the proton bonded to the same carbon is determined through the HSQC assignment. The intriguing splitting pattern of carbon resonances also reveals their diastereomeric configuration and will aid in further research based on physiological knowledge.

Keywords triazole, COSY, HSQC, HMBC, 2D NMR

* Address correspondence to: Hye Jin Jeong, Department of Chemistry, Colorado State University, Fort Collins 80523, United States, Tel: 82-10-9418-45420; E-mail: hyejin@colostate.edu


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