TY - JOUR
T1 - Strategic design of organic conductors preparation and characterization of electron-donor-acceptor complexes with prefixed stoichiometry
AU - Becker, J. Y.
AU - Bernstein, J.
AU - Bittner, S.
AU - Shaik, S. S.
PY - 1988/12/30
Y1 - 1988/12/30
N2 - The archetypal molecular units (1) and (2) are potentially endowed with a number of properties {A figure is presented} which are considered to be necessary conditions for electrical conduction in organic charge-transfer complexes: the stoichiometric donor:acceptor (D:A) ratio is predesigned into the molecule; appropriate chemical variations in A and D may be employed to modify the degree of charge-transfer from D to A and to obtain the desired delocalized electronic state (e.g., ...D ρ{variant}+ Dρ{variant}+ ...|... Aρ{variant}- Aρ{variant}- ...) along intermolecular stacks rather than the localized ones (e.g., ... D+D0 ...|... A - A0 ...). For the D...A...D motif we have prepared 2,5- and some 2,6-disubstituted derivatives of benzoquinone, TCNQ, and dicyanoquinonediimine (DCNQI) as A, -CH2- and -S- as s and various aromatic hydrocarbons as D. The set based on 2,5-disubstituted TCNQ's shows a remarkable tendency for the A units to stack in the desired segregated stack mode, and systematic 'tuning' of A, D and s along with the mode of substitution has led to some generalizations about obtaining stacking of the Ds as well. For the A...D...A motif, a number of derivatives have been prepared, and these also exhibit a strong tendency to form segregated stacks for both Ds and As.
AB - The archetypal molecular units (1) and (2) are potentially endowed with a number of properties {A figure is presented} which are considered to be necessary conditions for electrical conduction in organic charge-transfer complexes: the stoichiometric donor:acceptor (D:A) ratio is predesigned into the molecule; appropriate chemical variations in A and D may be employed to modify the degree of charge-transfer from D to A and to obtain the desired delocalized electronic state (e.g., ...D ρ{variant}+ Dρ{variant}+ ...|... Aρ{variant}- Aρ{variant}- ...) along intermolecular stacks rather than the localized ones (e.g., ... D+D0 ...|... A - A0 ...). For the D...A...D motif we have prepared 2,5- and some 2,6-disubstituted derivatives of benzoquinone, TCNQ, and dicyanoquinonediimine (DCNQI) as A, -CH2- and -S- as s and various aromatic hydrocarbons as D. The set based on 2,5-disubstituted TCNQ's shows a remarkable tendency for the A units to stack in the desired segregated stack mode, and systematic 'tuning' of A, D and s along with the mode of substitution has led to some generalizations about obtaining stacking of the Ds as well. For the A...D...A motif, a number of derivatives have been prepared, and these also exhibit a strong tendency to form segregated stacks for both Ds and As.
UR - http://www.scopus.com/inward/record.url?scp=0024124816&partnerID=8YFLogxK
U2 - 10.1016/0379-6779(88)90144-0
DO - 10.1016/0379-6779(88)90144-0
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AN - SCOPUS:0024124816
SN - 0379-6779
VL - 27
SP - 197
EP - 204
JO - Synthetic Metals
JF - Synthetic Metals
IS - 3-4
ER -