Year-end Sale % OFF 
Abstract
The 1H and 13C NMR spectra of six bromo- and methoxybicyclo[3.2.1]octanes were completely assigned. An axial bromine substituent at C-2 or C-4 results in a 5 ppm upfield shift of C-8 due to the gauche interaction. An equatorial bromine results in an upfield shift of similar magnitude on either C-6 (or C-7) due to a similar gauche interaction but has little effect on the chemical shift of C-8. The 1,4-anti interaction of an axial bromine substituent on carbons C-6 and/or C-7 results in a small upfield shift (0.3 ppm) in parallel to the effect of an equatorial bromine on the chemical shift of C-8. Similarly to the trend observed in bicyclo[2.2.1]heptanes, the substituent effects for 1,4-gauche and 1,4-anti interactions of the methoxy group are larger than for bromine.
Published Version
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
