Strategic design of organic conductors preparation and characterization of electron-donor-acceptor complexes with prefixed stoichiometry

J. Y. Becker*, J. Bernstein, S. Bittner, S. S. Shaik

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

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.

Original languageEnglish
Pages (from-to)197-204
Number of pages8
JournalSynthetic Metals
Volume27
Issue number3-4
DOIs
StatePublished - 30 Dec 1988
Externally publishedYes

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