Abstract
To study the mechanism of electronic transduction along (poly)phenylene chains, a series of aromatic donors with general formula D–B–D has been synthesized [where D = 2,5-dimethoxy-4-methylphenyl donor and B = (poly)phenylene bridge]; and the corresponding cation–radical salts D–B–D+˙ SbCl6− have been isolated for X-ray crystallographic analyses. The magnitude of the electronic interaction between the D and D+˙ moieties through the various B bridges has been measured (i) as the difference between the first and the second oxidation potentials of D–B–D donors and (ii) as the structural changes induced in neutral D by the presence of the tethered D+˙ group in D–B–D+˙ cation–radicals. The intramolecular interaction of D and D+˙ groups was found to occur via π-conjugation of the bridging (poly)phenylene group. As such, the electronic interaction is highly dependent on the planarity of the (poly)phenylene bridge, and can be either inhibited or promoted by the deliberate modifications of the molecular conformation. Crystal structures of compounds A, B, B+˙+˙, 1, 1+˙, 2, 2+˙, 3+˙, 8 and 9+˙ are reported.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
More From: Journal of the Chemical Society, Perkin Transactions 2
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.