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Azulene-1-azopyridines: A. C. Razus, L. Birzan, S. Nae, S. A. Razus, V. Cimpeanu and C. Stanciu, Synth. Commun., 32, 825 (2002),
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Stanciu, C.6
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A. C. Razus, L. Birzan, S. Nae, L. Cristian, F. Chiraleu and V. Cimpeanu, Dyes and Pygm., 57, 223 (2003);
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Razus, A.C.7
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0345825956
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Azulene-1-azo-2′-thiazoles: A. C. Razus, L. Birzan, S. Nae, M. N. Surugiu and V. Cimpeanu, J. Heterocyclic Chem., 40, 995 (2003).
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Cimpeanu, V.5
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9
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Azulene substituted oxazoles and isoxazoles: A. C. Razus, L. Birzan, S. Nae, O. L. Lehadus, C. Pavel, and O. Costan, Arkivoc, (x), 71(2005).
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Birzan, L.2
Nae, S.3
Lehadus, O.L.4
Pavel, C.5
Costan, O.6
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12
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0035824058
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Our previous attempt to obtain 2,4,6-tri(azulen-1-yl)-pyranylium salts starting from corresponding carbonylic compounds failed despite the chalcone generation. In this respect the research is in progress. A similar problem was encountered at the attempts to synthesize 2,4,6-tri(4-dimethylaminobenzene)- pyranylium salt that results only in traces: F. Sancenon, R. Martinez-Manez and J. Soto, Chem. Commun., 2262 (2001).
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Chem. Commun.
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Sancenon, F.1
Martinez-Manez, R.2
Soto, J.3
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14
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33747438051
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Yu. N. Porshnev, V. I. Erihov, N. A. Andronova, V. M. Misin and M. I. Tserkashin, Dokl. Akad. Nauk SSSR, ser. Khim., 256, 881 (1981).
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Porshnev, Y.N.1
Erihov, V.I.2
Andronova, N.A.3
Misin, V.M.4
Tserkashin, M.I.5
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15
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84910251881
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G. N. Dorofeenko, A. V. Koblik, T. I. Polykova, L. A. Murad'yan, Khim. Geterotsikl. Soedin., 1045 (1980).
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Dorofeenko, G.N.1
Koblik, A.V.2
Polykova, T.I.3
Murad'Yan, L.A.4
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16
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33747397369
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note
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It must be observed the lack in information contained in references [7], [8] and [9] about the products purification; also it is not clear if the reported yields are calculated for raw or purified product.
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21
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33747437002
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A. O. Manyashin, A. I. Fromenko, V. N. Storozhenko and N. T. Berberova, Russ. J. of Electrochemistry. 19, 1240 (2003).
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Manyashin, A.O.1
Fromenko, A.I.2
Storozhenko, V.N.3
Berberova, N.T.4
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24
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33747429147
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note
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The MOPAC 7.0 package and AMI approache were used; key words: PULAY GNORM = 0.01 SHIFT = 50 GEO-OK CAMP-KING CHARGE = 1. Because the computed response for the three used programs, AMI, MNDO and PM3 was similar (e. g. for the dihedral angle in 4-(azulen-1-yl)-2,6-diphenylpyranylium the obtained values were 22.56°, 25.00° and 25.00°, respectively), the more used AM1 approach was selected for this work. The barriers to rotation (racemization) were calculated using PCMODEL.
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25
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33747420729
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note
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The study of UV/Vis spectra on a performing device is in progress and the results will be discussed in another paper.
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26
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19944403297
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and ref. there in
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D. Rasala, T. Bak, E. Kolehmainen, S. Styrcz and R. Gawinecki, J. Phys. Org. Chem. 9, 631, (1996), and ref. there in.
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J. Phys. Org. Chem.
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Rasala, D.1
Bak, T.2
Kolehmainen, E.3
Styrcz, S.4
Gawinecki, R.5
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27
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84979190806
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The deuterium exchange seems to be promoted by traces of perchloric acid remaining from the work-up; the addition of a very small amount of triethylamine avoids the exchange. Similar exchanges were reported by E. Garg, A. Vasilescu, G. D. Mateescu and A. T. Balaban, J. Labelled Compd., 3, 196, (1967).
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(1967)
J. Labelled Compd.
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Garg, E.1
Vasilescu, A.2
Mateescu, G.D.3
Balaban, A.T.4
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28
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0000408940
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G. Dykes, S. Boruski, J. Heiermann, J. Korning, K. Opwis, G. Henkel, M. Kocerling, J. Organomet. Chem., 606, 108, (2000).
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Dykes, G.1
Boruski, S.2
Heiermann, J.3
Korning, J.4
Opwis, K.5
Henkel, G.6
Kocerling, M.7
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29
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33747394485
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V. A. Nefedov, N. A. German, A. I. Lutzenko and G. I. Nikishin, Zhur. Org. Khim., 23, 172, 1987.
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Nefedov, V.A.1
German, N.A.2
Lutzenko, A.I.3
Nikishin, G.I.4
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30
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33747384332
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note
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The alkyl groups at seven-membered ring in azulene also contribute to the increase in electron density.
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31
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33747404268
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note
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Pyranylium salts are stable at 20 eV when the signal of molecular ion is present. At 40 eV, however, the molecular ion is broken in several fragments which allow subsequent complicated reaction.
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34
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33747413757
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note
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The higher solubility of the tetrafuoroborate compared to perchlorate enable us the better characterization of the salt.
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35
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33747399098
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note
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It must be signaled that, even at 500 MHz, the signals of azulenic protons at 2′ and 3′ are a bright singlet and not a doublet as expected.
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