Chinese Journal of Magnetic Resonance >
NMR Spectroscopic Studies on (exo, endo) C-2 Monosubstituted Norbornene Derivatives
Received date: 2020-12-28
Online published: 2021-03-12
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.
Zi-hao WANG , He XU , Tao WANG , Shan-zhong YANG , Yun-sheng DING , Hai-bing WEI . NMR Spectroscopic Studies on (exo, endo) C-2 Monosubstituted Norbornene Derivatives[J]. Chinese Journal of Magnetic Resonance, 2021 , 38(3) : 323 -335 . DOI: 10.11938/cjmr20202880
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