Bicyclo[3.2.2]nonatrienyl-lithium and -potassium and their degenerate rearrangements studied by multiple labelling with13C and2H,13C nuclear magnetic resonance spectroscopy,13C–13C coupling constants, and isotopic perturbation

Author(s):  
Göran Jonsäll ◽  
Per Ahlberg
1969 ◽  
Vol 47 (1) ◽  
pp. 19-30 ◽  
Author(s):  
L. D. Hall ◽  
J. F. Manville

Detailed studies, by 1H and 19F nuclear magnetic resonance spectroscopy, of a series of fully esterified pentopyranosyl fluorides, show that all such derivatives favor that conformer in which the fluorine substituent is axially oriented. This conclusion is supported by separate considerations of the vicinal and geminal19F–1H and 1H–1H coupling constants, of the long-range (4J) 1H–1H and 19F–1H coupling constants and of the 19F chemical shifts. The limitations of the above conformational model are discussed.


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