Atropisomers of Cofacial Heteroaromatic Rings with Two Positive Charges. Derivatives of 1,8-Di(3'-pyridyl)naphthalene.
The two nitrogen atoms in 1,8-di(3'-pyridyl)naphthalene were quaternized by the addition of either benzyl or methyl groups to give dications; the latter was oxidatively converted to the di(6'-pyridone). N-Oxidation gave the mono- and di-N-oxides. All these compounds in DMSO-d(6) show anti-syn atropisomerism at ambient temperatures by (1)H NMR analysis; similar amounts of both diastereomers are present.
Zoltewicz
John A.
JA
Institut für Organische Chemie, Karl-Franzens Universität, A-8010 Graz, Austria.
Maier
Nobert M.
NM
Fabian
Walter M. F.
WM