On the spin distribution in bridged anthracene-viologen molecules: an electron-nuclear double resonance study

Sariciftci, Niyazi Serdar; Werner, A.; Grupp, A.; Mehring, M.; Götz, Günther; Bäuerle, Peter; Effenberger, Franz

doi:10.1080/00268979200100961

Molecular Physics

1992

DOI: 10.1080/00268979200100961

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On the spin distribution in bridged anthracene-viologen molecules: an electron-nuclear double resonance study

Niyazi Serdar Sariciftci

A. Werner

A. Grupp

et al.

Abstract: Studies on the spin distribution in the radical state of anthracene-a bridgeviologen supermolecules with different bridge units are reported. Electronnuclear double resonance experiments (ENDOR) were performed on electrochemically reduced molecules. Proton hyperfine coupling constants at different molecular sites were obtained and are discussed in detail. The experimentally determined values are compared with quantum chemical calculations of the INDO type. The observed spin distribution depends significantly o… Show more

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Cited by 6 publications

References 15 publications

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A Spectroscopic Study of the Reduction of Geometrically Restrained Viologens

Benniston¹,

Harriman²,

Li³

et al. 2007

Chemistry A European J

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A small series of N,N'-dimethyl-4,4'-bipyridinium dication derivatives (commonly known as viologens) has been synthesized and fully characterized; a short dialkoxy tether attached at the 3,3'-positions is used to alter the central dihedral angle. These angles were determined by both single-crystal X-ray diffraction and by computational studies made for the dication, radical cation, and neutral species in a solvent reservoir. The dihedral angle derived for the dication controls the first reduction potential, whereas the geometry of the resultant pi-radical cation determines the magnitude of the second reduction potential. The optical absorption spectra recorded for the various species, and especially those of the radical cations, and the EPR spectral parameters of the pi-radical cations also depend on the molecular geometry. In particular, the central dihedral angle influences the spin density distribution around the aromatic nucleus and, by way of comparison to the parent viologen, it has been possible to resolve the angle dependence from the inherent inductive effect of the strap. These results are considered in terms of the degree of electronic communication between the two aromatic rings, as controlled by the length of the tether.

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A Spectroscopic Study of the Reduction of Geometrically Restrained Viologens

Benniston¹,

Harriman²,

Li³

et al. 2007

Chemistry A European J

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Helically and Linearly Fused Rylenediimide‐Hexabenzocoronenes

Dusold

Haines

Platzer

et al. 2021

Chemistry A European J

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Perylene‐ as well as naphthalenediimides were fused to hexabenzocoronenes (HBCs) at their imide position to realize highly π‐extended donor–acceptor (D–A)‐hybrids. Successful isomer separation in the first step was decisive to guarantee a straightforward synthetic sequence. Hexaphenylbenzenes as precursors were accessed via Diels–Alder reactions and reacted in a Scholl oxidation to yield the respective HBC derivatives. The fully conjugated benzimidazole linker, which separates the electron donating HBC from the electron accepting rylenediimide, enabled the formation of either a linear or a helical configuration. Largely different chemical, physical, and optoelectrical characteristics were noted for the two configurations. What stood out was their aggregation and their excited state deactivation depending on the solvent polarity. Results from global analysis of the femtosecond transient absorption data corroborated the formation of a charge‐transfer (CT) state that is stabilized in the helically fused configuration relative to the linear analogue. However, a comparison with spectroelectrochemical experiments failed to disclose evidence for a charge‐separated (CS) state.

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Role of Buckminsterfullerene, C60, in organic photoelectric devices

Sariciftci

1995

Progress in Quantum Electronics

120

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On the spin distribution in bridged anthracene-viologen molecules: an electron-nuclear double resonance study

Cited by 6 publications

References 15 publications

A Spectroscopic Study of the Reduction of Geometrically Restrained Viologens

A Spectroscopic Study of the Reduction of Geometrically Restrained Viologens

Helically and Linearly Fused Rylenediimide‐Hexabenzocoronenes

Role of Buckminsterfullerene, C60, in organic photoelectric devices

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