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Reference 5c, Chapter 8
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34
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1642395727
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note
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2).
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35
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1642345386
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note
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Further evidence for the thiopyrylium ion 7 follows from the similarity of its behavior to that of the oxygen analogue (ref 17).
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36
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1642307938
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note
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2).
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37
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1642402146
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note
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3OH to the NMR tube causes the signals for the small amount of pyrylium ion derived from 11 to disappear, and new signals corresponding to those of a methyl ether grow in.
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39
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85171969412
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Naphtho[2,1,8,7-klmn]xanthene (14) was first prepared in 1941 from coal tar pitch by Kruber, O. Chem. Ber. 1941, 74, 4B, 1688-1692, but no spectroscopic characterization has subsequently been reported.
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Registry No. 191-07-1. Available from Aldrich Chemical Co. (catalog no. C8,480-1)
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Coronene (19): Chem. Abstr. Registry No. 191-07-1. Available from Aldrich Chemical Co. (catalog no. C8,480-1),
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Chem. Abstr.
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0003744531
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Registry No. 203-12-3. Available from Fluka Chemical Co. (catalog no. BCR-139)
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Benzo[ghi]fluoranthene (24): Chem. Abstr. Registry No. 203-12-3. Available from Fluka Chemical Co. (catalog no. BCR-139).
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Chem. Abstr.
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43
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1642361642
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note
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Calculations were performed at the B3LYP/6-31G*//AM1 level of theory, using the Spartan package of programs (Linux v. 02: Wavefunction, Irvine, CA).
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44
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1642387696
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note
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A more accurate estimation of relative transition-state geometries would be given by comparisons among the proposed vinylidene intermediates (Scheme 3); however, geometry calculations on transition metal-vinylidene complexes are less reliable, and the trend should be qualitatively no different.
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45
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0026045597
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Distance-reactivity relationships of this sort have been noted for other types of cyclization reactions; see, for example: (a) Nicolaou, K. C.; Dai, W. M. Angew. Chem., Int. Ed. Engl. 1991, 30, 1387-1416.
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