Nuclear magnetic resonance studies of 19F-19F spin-spin coupling. 1-Substituted 4,5-difluoro-8-methylphenanthrenes

1968 ◽  
Vol 90 (24) ◽  
pp. 6712-6717 ◽  
Author(s):  
Kenneth L. Servis ◽  
Kai-Nan. Fang
1966 ◽  
Vol 44 (7) ◽  
pp. 759-769 ◽  
Author(s):  
Emil J. Moriconi ◽  
John P. St. George ◽  
W. F. Forbes

Infrared, ultraviolet, and nuclear magnetic resonance spectra of the following compounds are reported: 2-indanone (I), trans- and cis-hexahydro-2-indanone (V and XI), 1-chloro-2-indanone-1,3,3-d3 (III), 1-bromo-2-indanone-1,3,3-d3 (IV), 1-chloro-trans-hexahydro-2-indanone (VII), 1-bromo-trans-hexahydro-2-indanone (VIII), some deuterated forms of these compounds, 2-chlorocyclohexanone-2,6,6-d3, and 2-bromocyclohexanone-2,6,6-d3.2-Indanone and trans-hexahydro-2-indanone each display two peaks in the carbonyl infrared region with intensity ratios of approximately 40:1. The origin of these doublets is discussed.Nuclear magnetic resonance spectra were determined to indicate the presence or absence of ring mobility, and spin–spin coupling data were used to support some of the conclusions deduced from the infrared data for some of the compounds.


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