Magnetic circular dichroism studies—XLVI

An expiscation of structural-vibrational effects in magnetic circular dichroism spectra of saturated ketones

“…The somewhat wide range of B values exhibited by the cyclopentanones is related to the range of angles e for substituents Journal of the American Chemical Society j 99:3 / February 12) and its -methyl derivatives (13)(14)(15).…”

“…The synthetic procedures used in obtaining some trans-2decalones (3-8), bicyclo[2.2.2]octan-2-ones (12)(13)(14)(15)(16)(17)(18), and cyclobutanones (64-72) are described in ref 13 and 14. All samples obtained commercially (29, 31, 42-51, Chemical Samples Co., Columbus, Ohio; 41, Frinton Laboratories, S. Vineland, N.J.) were checked for purity by analytical gas chromatography and further purified by preparative gas chromatography as required.…”

“…(a*\mx | ir*) = ( *|mx | 0*) + , ,'( *\ß >( 0*\ß ) ,(13) Journal of the American Chemical Society / 99:3 / February2, 1977T h i s c o n t e n t i s o n l y l i c e n s e d f o r c o n s u m p t i o n b y A u t h o r i z e d U s e r s a f f i l i a t e d w i t h s c i t e . U s a g e b y a n y i n d i v i d u a l n o t d i r e c t l y a s s o c i a t e d w i t h s c i t e i s p r o h i b i t e d .…”

“…Figure 11. The MCD spectra of bicyclo[2.2.2]octan-2-one (12) and its -methyl derivatives(13)(14)(15).…”

“…Figure 11 shows those with(13)(14)(15) and Figure12shows those without (12 and 16-18) a substituents. The large reduction in B value for 3,3-dimethylbicyclooctanone (ß( *,15) = -10 X 10-s) from the value for the parent bicyclooctanone ( ( *,12) = 73 X 10-8) again reflects the importance of vibructional effects associated with substitution Djerassi, Moscowitz, et al…”