Publikation: Organic binary charge-transfer compounds of 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine and a pyrene-annulated azaacene as donors
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Three binary charge-transfer (CT) compounds resulting from the donor 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine (TOTA) and the acceptors F4TCNQ and F4BQ and of a pyrene-annulated azaacene (PAA) with the acceptor F4TCNQ are reported. The identity of these CT compounds are confirmed by single-crystal X-ray diffraction as well as by IR, UV-vis-NIR and EPR spectroscopy. X-ray diffraction analysis reveals a 1 : 1 stoichiometry for TOTA·F4TCNQ, a 2 : 1 donor : acceptor ratio in (TOTA)2·F4BQ, and a rare 4 : 1 stoichiometry in (PAA)4·F4TCNQ, respectively. Metrical parameters of the donor (D) and acceptor (A) constituents as well as IR spectra indicate full CT in TOTA·F4TCNQ, partial CT in (TOTA)2·F4BQ and only a very modest one in (PAA)4·F4TCNQ. Intricate packing motifs are present in the crystal lattice with encaged, π-stacked (F4TCNQ-)2 dimers in TOTA·F4TCNQ or mixed D/A stacks in the other two compounds. Their solid-state UV-vis-NIR spectra feature CT transitions. The CT compounds with F4TCNQ are electrical insulators, while (TOTA)2·F4BQ is weakly conducting.
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DAS, Rajorshi, Michael LINSEIS, Stefan SCHUPP, Franciska S. GOGESCH, Lukas SCHMIDT-MENDE, Rainer F. WINTER, 2023. Organic binary charge-transfer compounds of 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine and a pyrene-annulated azaacene as donors. In: RSC Advances. Royal Society of Chemistry (RSC). 2023, 13(6), pp. 3652-3660. eISSN 2046-2069. Available under: doi: 10.1039/d2ra07322fBibTex
@article{Das2023-01-30Organ-66096, year={2023}, doi={10.1039/d2ra07322f}, title={Organic binary charge-transfer compounds of 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine and a pyrene-annulated azaacene as donors}, number={6}, volume={13}, journal={RSC Advances}, pages={3652--3660}, author={Das, Rajorshi and Linseis, Michael and Schupp, Stefan and Gogesch, Franciska S. and Schmidt-Mende, Lukas and Winter, Rainer F.} }
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