Conformational analysis of organic carbonyl compounds. Part 4. A 1H and 13C nuclear magnetic resonance study of formyl and acetyl derivatives of benzo[b]furan

1984 ◽  
pp. 1479 ◽  
Author(s):  
Rois Benassi ◽  
Ugo Folli ◽  
Dario Iarossi ◽  
Luisa Schenetti ◽  
Ferdinando Taddei
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Conformational Analysis ◽  
Carbonyl Compounds ◽  
Nuclear Magnetic Resonance Study ◽  
Magnetic Resonance Study ◽  
13C Nuclear Magnetic Resonance ◽  
Derivatives Of ◽  
Nuclear Magnetic

A 13C nuclear magnetic resonance study of the reversible substituent migration in several 2-acyl and 2-silyl derivatives of tropolone. Troponoid-IV

1982 ◽  
Vol 60 (3) ◽  
pp. 231-238 ◽  
Author(s):  
D. Ménard ◽  
M. St-Jacques ◽  
J. F. Bagli
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Energy Barrier ◽  
Bromine Atom ◽  
Nuclear Magnetic Resonance Study ◽  
Magnetic Resonance Study ◽  
13C Nuclear Magnetic Resonance ◽  
Silyl Derivatives ◽  
Derivatives Of ◽  
Nuclear Magnetic

The energy barrier for the reversible substituent migration was determined for a number of 2-acyl and 2-silyl derivatives of tropolone. The energy barrier is found to be dependent on the nature of the migrating group. Asymmetric monosubstitution on the ring shifts the equilibrium in favor of one dynamic isomer. In the two cases studied (3-bromotropolone and 3-bromotropolone acetate) it is found that the equilibrium is shifted towards the isomer bearing the bromine atom at the 7-position.

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