Lb. Aubin et al., Dynamic NMR studies of a potential chiroptical switch based on dithiocarbamate-iminodithiolane interconversion, ORG LETT, 3(21), 2001, pp. 3413-3416
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Variable temperature NMR spectra of the chiral spiro[(4-N,N-dimethyldithioc
arbamato)-(2-N,N-dimethylimino)-1,3-dithiolane-5,9'-xanthene] show complex
dynamics including degenerate interconversion of the dithiocarbamate and im
inodithiolane groups. The rate of this switching process can be controlled
by chemical modification: the analogous spiro[dithiolane-fluorene] derivati
ve shows no interconversion. These novel materials have potential applicati
on as molecular switching elements in information storage devices.