Tautomerism and 1H and 13C NMR assignment of methyl derivatives of 9-hydroxyphenalenone.
9-Hydroxyphenalenone is a planar multicyclic beta-keto-enol that demonstrates C2V symmetry on the NMR timescale. Off-axis substitution breaks the molecular symmetry and results in tautomers. 1H and 13C NMR assignments were made for 9-hydroxyphenalenone and three methyl derivatives, and the solution-phase tautomers were determined.
Honeyman
Brian
B
Augustana College, Chemistry Department, 639 38th Street, Rock Island, IL 61201, USA.
Spalding
Charles
C
Jensen
Dell
D
Haddon
Robert C
RC