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• W2155384912 abstract "Abstract An efficient synthetic approach to a symmetrically functionalized tetrathiafulvalene (TTF) derivative with two diamine moieties, 2‐[5,6‐diamino‐4,7‐bis(4‐pentylphenoxy)‐1,3‐benzodithiol‐2‐ylidene]‐4,7‐bis(4‐pentylphenoxy)‐1,3‐benzodithiole‐5,6‐diamine ( 2 ), is reported. The subsequent Schiff‐base reactions of 2 afford large π‐conjugated multiple donor–acceptor (D–A) arrays, for example, the triad 2‐[4,9‐bis(4‐pentylphenoxy)‐1,3‐dithiolo[4,5‐ g ]quinoxalin‐2‐ylidene]‐4,9‐bis(4‐pentylphenoxy)‐1,3‐dithiolo[4,5‐ g ]quinoxaline ( 8 ) and the corresponding tetrabenz[ bc,ef,hi,uv ]ovalene‐fused pentad 1 , in good yields and high purity. The novel redox‐active nanographene 1 is so far the largest known TTF‐functionalized polycyclic aromatic hydrocarbon (PAH) with a well‐resolved 1 H NMR spectrum. The electrochemically highly amphoteric pentad 1 and triad 8 exhibit various electronically excited charge‐transfer states in different oxidation states, thus leading to intense optical intramolecular charge‐transfer (ICT) absorbances over a wide spectral range. The chemical and electrochemical oxidations of 1 result in an unprecedented TTF ⋅+ radical cation dimerization, thereby leading to the formation of [ 1 ⋅+ ] 2 at room temperature in solution due to the stabilizing effect, which arises from strong π–π interactions. Moreover, ICT fluorescence is observed with large solvent‐dependent Stokes shifts and quantum efficiencies of 0.05 for 1 and 0.035 for 8 in dichloromethane." @default.
• W2155384912 created "2016-06-24" @default.
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• W2155384912 date "2011-09-21" @default.
• W2155384912 modified "2023-10-18" @default.
• W2155384912 title "Targeting π-Conjugated Multiple Donor-Acceptor Motifs Exemplified by Tetrathiafulvalene-Linked Quinoxalines and Tetrabenz[bc,ef,hi,uv]ovalenes: Synthesis, Spectroscopic, Electrochemical, and Theoretical Characterization" @default.
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• W2155384912 doi "https://doi.org/10.1002/asia.201100515" @default.
• W2155384912 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/21948621" @default.
• W2155384912 hasPublicationYear "2011" @default.
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