2012
DOI: 10.1002/ejoc.201200115
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A Straightforward Electroactive π‐Extended Tetrathiafulvalene (exTTF) Building Block

Abstract: The synthesis and X-ray structure of a new and readily available exTTF derivative (6) bearing a methyltriphenylphosphonium bromide moiety as a new building block for the construction of electroactive molecules is reported. The phosphonium salt 6, which was prepared in one step from 2-hydroxymethyl-exTTF as a stable yellow solid in 84 % yield, efficiently undergoes Wittig olefination reactions with a variety of aldehydes to predominantly form the E isomer. Electronic spectra and cyclic voltammetry of the novel … Show more

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Cited by 3 publications
(2 citation statements)
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“…The monomer underwent chemically reversible oxidation at − 0.03 V vs Fc + /Fc, in good agreement with the results from previous studies. 24 The peak split between oxidation and re-reduction increased significantly with increasing scan rate, indicating a quasi-reversible electrochemical behavior that is derived from the large geometrical changes within the redox-active unit and the comparably slow kinetics unit during the redox reaction. 25 In contrast, the electrochemical behavior of polymer 5 strongly differed under the same conditions.…”
Section: Resultsmentioning
confidence: 95%
See 1 more Smart Citation
“…The monomer underwent chemically reversible oxidation at − 0.03 V vs Fc + /Fc, in good agreement with the results from previous studies. 24 The peak split between oxidation and re-reduction increased significantly with increasing scan rate, indicating a quasi-reversible electrochemical behavior that is derived from the large geometrical changes within the redox-active unit and the comparably slow kinetics unit during the redox reaction. 25 In contrast, the electrochemical behavior of polymer 5 strongly differed under the same conditions.…”
Section: Resultsmentioning
confidence: 95%
“…The best results were obtained with norbornadiene-based rhodium complexes because they featured an improved initiation efficiency. 24 The polymers obtained by four different complexes were investigated in detail ( Table 1). All catalysts led to polymers with low polydispersity indices in the range of 1.11 to 1.36 and molar masses in the range of 2.08 × 10 3 to 1.47 × 10 4 g mol − 1 , according to size exclusion chromatography (poly(styrene) standard) (see Supplementary Figures S1-S4).…”
Section: Resultsmentioning
confidence: 99%