NMR Spectroscopic Studies on (exo, endo) C-2 Monosubstituted Norbornene Derivatives

Autor: Zi-hao WANG, He XU, Tao WANG, Shan-zhong YANG, Yun-sheng DING, Hai-bing WEI
Jazyk: čínština
Rok vydání: 2021
Předmět:
Zdroj: Chinese Journal of Magnetic Resonance, Vol 38, Iss 3, Pp 323-335 (2021)
Druh dokumentu: article
ISSN: 1000-4556
DOI: 10.11938/cjmr20202880
Popis: The 1H NMR spectra of C-2 monosubstituted norbornene and its derivatives are usually difficult to assign due to the anisotropy effect of norbornene ring and being a mixture of exo- and endo- isomers. Based on the preparation of configurationally pure C-2 substituted norbornene derivatives, this study assigned the 1H and 13C NMR signals of exo-5-norbornene-2-carboxylic acid, endo-5-norbornene-2-carboxylic acid, exo-5-norbornene-2-methanol and endo-5-norbornene-2-methanol by combined use of 1H NMR, DEPT135, 1H-1H COSY, 1H-13C HMQC and 1H-1H NOESY spectroscopy, and corresponding coupling constants. The effects of norbornene derivatives' C-2 substituents and their configurations on 1H NMR chemical shifts of the compunds were also investigated.
Databáze: Directory of Open Access Journals