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The conformations of bicyclo[3.1.0]hexane derivatives by 1H and 13C NMR

✍ Scribed by John C. Rees; David Whittaker


Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
601 KB
Volume
15
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The ^1^H and ^13^C spectra of bicyclo[3.1.0]hexanes and thujanes have been recorded and assigned. Application of the Karplus equation has yielded dihedral angles, and a computer calculation of the angle of ring buckle as a function of the main dihedral angles has been carried out. The calculated angles of ring buckle agree well with known values in the bicyclo[3.1.0]hexanes, but for 1‐methylbicyclo[3.1.0]hexanes and thujanes the results are not self consistent. It is suggested that the bridgehead substituent causes the boat to twist, although the twist can be reduced by an axial methyl substituent on C‐4.


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