Dynamic NMR studies of a potential chiroptical switch based on dithiocarbamate-iminodithiolane interconversion.
[reaction: see text]. Variable temperature NMR spectra of the chiral spiro[(4-N,N-dimethyldithiocarbamato)-(2-N,N-dimethylimino)-1,3-dithiolane-5,9'-xanthene] show complex dynamics including degenerate interconversion of the dithiocarbamate and iminodithiolane groups. The rate of this switching process can be controlled by chemical modification: the analogous spiro[dithiolane-fluorene] derivative shows no interconversion. These novel materials have potential application as molecular switching elements in information storage devices.
Aubin
L B
LB
Department of Chemistry, Santa Clara University, Santa Clara, California 95053, USA.
Wagner
T M
TM
Thoburn
J D
JD
Kesler
B S
BS
Hutchison
K A
KA
Schumaker
R R
RR
Parakka
J P
JP