¹H and ¹³C NMR spectroscopic studies of half‐esters from monohydrolysis of dialkyl bicyclo[2.2.1]hept‐5‐ene‐2,3‐dicarboxylates

Article type: Research Article

Authors: Hiraga, Yoshikazu^; | Niwayama, Satomi^;

Affiliations: Department of Chemistry, Oklahoma State University, Stillwater, OK 74078‐3071, USA | Department of Chemistry, Graduate School of Science, Hiroshima University, 1‐3‐1 Kagamiyama, Higashi‐Hiroshima 739‐8526, Japan

Note: [] Corresponding author. Tel.: +1 405 744 6594; Fax: +1 405 744 6007; E‐mail: niwayama@biochem.okstate.edu.

Abstract: The structures of the half‐esters from the monohydrolysis of (exo,exo)‐, (endo,endo)‐, and (endo,exo)‐dialkyl bicyclo[2.2.1]hept‐5‐ene‐2,3‐dicarboxylates were determined by 1H and 13C NMR as well as 2D NMR spectra, and the complete spectral assignment has been made. After conversion of one of the carboalkoxy groups to a carboxyl group, different tendencies were observed for the differences in 1H and 13C NMR chemical shifts between half‐esters and the corresponding diesters.

Journal: Spectroscopy, vol. 18, no. 3, pp. 469-483, 2004