Ja. Zoltewicz et al., ATROPISOMERS OF COFACIAL HETEROAROMATIC RINGS WITH 2 POSITIVE CHARGES- DERIVATIVES OF 1,8-DI(3'-PYRIDYL)NAPHTHALENE, Journal of organic chemistry, 61(20), 1996, pp. 7018-7021
The two nitrogen atoms in 1,8-di(3'-pyridyl)naphthalene were quaterniz
ed by the addition of either benzyl or methyl groups to give dications
; the latter was oxidatively converted to the di(6'-pyridone). N-Oxida
tion gave the mono- and di-N-oxides. All these compounds in DMSO-d(6)
show anti-syn atropisomerism at ambient temperatures by H-1 NMR analys
is; similar amounts of both diastereomers are present.