67009-31-8Relevant academic research and scientific papers
NEW PROCESSES FOR THE HALOFLUORINATION OF NORBORNADIENE. STRUCTURAL REEXAMINATION OF THE PRODUCTS. EVIDENCE FOR EXLUSIVE EXO ATTACK BY ELECTROPHILES.
Alvernhe, Gerard,Anker, Daniel,Laurent, Andre,Haufe, Guenter,Beguin, Claude
, p. 3551 - 3564 (1988)
The bromofluorination of norbornadiene using NBS in the presence of the new fluorinating agent Et3N/3HF leads to a 3:2 mixture of 3-exo-bromo-5-exo-fluoronortricyclane 1 and 3-exo-bromo-5-endo-fluoronortricyclane 2.The structures of these compounds were proven by independent syntheses and extensive NMR spectroscopic studies.The structure (3-endo-bromo-5-exo-fluoronortricyclane) given for the minor compound in the literature was revised especially in terms of the comparison of 3JCF coupling constants in the 13C NMR spectra of both compounds.No evidence for an endo attack of the bromonium species on norbornadiene as stated in the literature was observed.
