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3743130044
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65 The systematic name of the TOTA system is 4,8,12-trioxa-4,8,12,12c-tetrahydrodibenzo[cd,mn]pyrene.
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During the preparation of this manuscript, Wada et al. published a synthesis of the corresponding carbinol and its perchlorate salt; see ref 66.
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3743132310
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In the FABMS spectra, the intensity of the mlz = 664 peak (4d) in the raw product was less than 2% of the mlz = 678 peak (4c).
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The X-ray structure of a similar carbenium ion is found in ref 67. The low reactivity of the cationic center in analogous carbenium ions are discussed in refs 66 and 68.
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The carbinol (7a) was identified by NMR spectroscopy. Chemical shift values are given in the Experimental Section.
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Detailed electrochemical studies of the mechanism of the dimerization process was not pursued since the reproducibility of the voltammetric signal was poor at both Pt and Hg electrodes, probably due to adsorption of the dimeric product.
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From the magnitude of the dimensionless rate constant λ = kC°RT/ (nFv) necessary to obtain a completely irreversible voltammogram in a digital simulation of that mechanism.
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