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1
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33845258710
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For a recent collection of comprehensive reviews on different aspects of aromaticity, see: Chem. Rev. 2001, 101(5).
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(2001)
Chem. Rev.
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-
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6
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33845248367
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-
note
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For convenience, a different numbering from that suggested by IUPAC was applied in assigning the atoms.
-
-
-
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7
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33845470260
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and references therein
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a)K. Müllen, Chem. Rev. 1984, 84, 603, and references therein;
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Chem. Rev.
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Müllen, K.1
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8
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0001861889
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and references therein
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b) M. Rabinovitz, Top. Curr. Chem. 1988, 146, 99, and references therein;
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Top. Curr. Chem.
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Rabinovitz, M.1
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9
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0034058438
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and references therein
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c) R. Benshafrut, E. Shabtai, M. Rabinovitz, L. T. Scott, Eur. J. Org. Chem. 2000, 1091, and references therein.
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Eur. J. Org. Chem.
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Benshafrut, R.1
Shabtai, E.2
Rabinovitz, M.3
Scott, L.T.4
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10
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33845248612
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note
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HOMO-LUMO value;
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-
-
-
12
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0001580613
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-
b) A. Minsky, A. Y. Meyer, M. Rabinovitz, Tetrahedron Lett. 1982, 23, 5351;
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Minsky, A.1
Meyer, A.Y.2
Rabinovitz, M.3
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13
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0001506308
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-
for a different view that suggests that pyrene dianion is an aromatic system with a paratropic ring current
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c) C. Schnieders, K. Müllen, W. Huber, Tetrahedron 1984, 40, 1701; for a different view that suggests that pyrene dianion is an aromatic system with a paratropic ring current, see:
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Tetrahedron
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Schnieders, C.1
Müllen, K.2
Huber, W.3
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15
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0037442961
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a) I. Aprahamian, G. J. Bodwell, J. J. Fleming, G. P. Manning, M. R. Mannion, T. Sheradsky, R. J. Vermeij, M. Rabinovitz, J. Am. Chem. Soc. 2003, 125, 1720;
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J. Am. Chem. Soc.
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Aprahamian, I.1
Bodwell, G.J.2
Fleming, J.J.3
Manning, G.P.4
Mannion, M.R.5
Sheradsky, T.6
Vermeij, R.J.7
Rabinovitz, M.8
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16
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33845249687
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b) I. Aprahamian, G. J. Bodwell, J. J. Fleming, G. P. Manning, M. R. Mannion, T. Sheradsky, R. J. Vermeij, M. Rabinovitz, Angew. Chem. 2003, 115, 2651;
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Angew. Chem.
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Aprahamian, I.1
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Vermeij, R.J.7
Rabinovitz, M.8
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18
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2542545716
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c) I. Aprahamian, G. J. Bodwell, J. J. Fleming, G. P. Manning, M. R. Mannion, B. L. Merner, T. Sheradsky, R. J. Vermeij, M. Rabinovitz, J. Am. Chem. Soc. 2004, 126, 6765.
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Aprahamian, I.1
Bodwell, G.J.2
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Mannion, M.R.5
Merner, B.L.6
Sheradsky, T.7
Vermeij, R.J.8
Rabinovitz, M.9
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19
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0037070588
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R. W. A. Havenith, H. Jiao, L. W. Jenneskens, J. H. van Lenth, M. Sarobe, P. v. R. Schleycr, M. Kutaoka, A. Necula, L. T. Scott, J. Am. Chem. Snc. 2002, 124, 2363.
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J. Am. Chem. Snc.
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Havenith, R.W.A.1
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Sarobe, M.5
Schleycr, P.V.R.6
Kutaoka, M.7
Necula, A.8
Scott, L.T.9
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20
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0034692367
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a) T. Sternfeld, R. E. Hoffman, C. Thilgen, F. Diederich, M. Rabinovitz, J. Am. Chem. Soc. 2000, 122, 9038;
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Sternfeld, T.1
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Rabinovitz, M.5
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21
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0000995830
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b) T. Sternfeld, R. E. Hoffman, I. Aprahamian, M. Rabinovitz, Angew. Chem. 2001, 113. 469;
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Sternfeld, T.1
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Rabinovitz, M.4
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23
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0037157155
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c) T. Sternfeld, C. Thilgen, R. E. Hoffman, M. del Rosario Colorado Heras, F. Diederich, F. Wudl, L. T. Scott, J. Mack, M. Rabinovitz, J. Am. Chem. Soc. 2002, 124, 5734.
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Sternfeld, T.1
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Del Rosario Colorado Heras, M.4
Diederich, F.5
Wudl, F.6
Scott, L.T.7
Mack, J.8
Rabinovitz, M.9
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24
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0029324964
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For examples, see: a) M. Baumgarten, L. Gherghel, M. Wagner, A. Weitz, M. Rabinovitz, P.-C. Cheng, L. T. Scott, J. Am. Chem. Soc. 1995, 117, 6254;
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Baumgarten, M.1
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Rabinovitz, M.5
Cheng, P.-C.6
Scott, L.T.7
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25
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0031966878
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b) A. Weitz, E. Shabtai, M. Rabinovitz, M. S. Bratcher, C. C. McComas, M. D. Best, L. T. Scott, Chem. Eur. J. 1998, 4, 234;
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Chem. Eur. J.
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Weitz, A.1
Shabtai, E.2
Rabinovitz, M.3
Bratcher, M.S.4
McComas, C.C.5
Best, M.D.6
Scott, L.T.7
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26
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31144469451
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c) I. Aprahamian, D. V. Preda, M. Bancu, A. P. Belanger. T. Sheradsky, L. T. Scott, M. Rabinovitz, J. Org. Chem. 2006, 71, 290.
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J. Org. Chem.
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Aprahamian, I.1
Preda, D.V.2
Bancu, M.3
Belanger, A.P.4
Sheradsky, T.5
Scott, L.T.6
Rabinovitz, M.7
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27
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0942290479
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For examples, see: C. Koper, M. Sarobe, L. W. Jenneskens, Phys. Chem. Chem. Phys. 2004, 6, 319.
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Phys. Chem. Chem. Phys.
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Koper, C.1
Sarobe, M.2
Jenneskens, L.W.3
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29
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33845242245
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in press
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a) The synthesis, characterization, and spectral data will soon be published: H.A. Wegner, H. Reisch, K. Rauch, K. Zachariasse, A. de Meijere, L. T. Scott, J. Org. Chem. 2006, in press;
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(2006)
J. Org. Chem.
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Wegner, H.A.1
Reisch, H.2
Rauch, K.3
Zachariasse, K.4
De Meijere, A.5
Scott, L.T.6
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30
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0347928722
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b) The compounds were synthesized by using the procedure described in: H. A. Wegner, L. T. Scott, A. de Meijere, J. Org. Chem. 2003, 68, 883.
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J. Org. Chem.
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Wegner, H.A.1
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De Meijere, A.3
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32
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33947477901
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a) G. Fraenkel, R. E. Carter, A. McLachlan, J. H. Richards, J. Am. Chem. Soc. 1960, 82, 5846;
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Fraenkel, G.1
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37
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0001306276
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f) D. H. O'Brien, A. J. Hart, C. R. Russell, J. Am. Chem. Soc. 1975, 97, 4410.
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38
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-
33845263884
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-
note
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+ stems from slight differences in the chemical shifts of C12 and C19.
-
-
-
-
39
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-
33845254979
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-
note
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Partial carbon chemical shifts are available from HSQCSI measurements.
-
-
-
-
40
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0037954600
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I. Aprahamian, R. E. Hoffman, T. Sheradsky, D. V. Preda, M. Bancu, L. T. Scott, M. Rabinovitz, Angew. Chem. 2002, 114, 1788;
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Aprahamian, I.1
Hoffman, R.E.2
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Preda, D.V.4
Bancu, M.5
Scott, L.T.6
Rabinovitz, M.7
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42
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33845276950
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note
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The signals of the tert-butyl protons show an insignificant upfield shift.
-
-
-
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43
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33845239672
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note
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Such behavior was not observed for compounds 4-7.
-
-
-
-
44
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33845266127
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-
note
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Proton 1-H is located closest of all the protons to the core of the molecule, where the ring-current effects are felt strongly, hence this proton has the largest downfield shift.
-
-
-
-
45
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33845270959
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note
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A similar effect is observed when the temperature of the sample is reduced from 298 to 160 K. This is because the compound starts to precipitate as the temperature falls, thereby lowering the concentration of the solution.
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-
-
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46
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18044384227
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and references therein
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F. J. M. Hoeben, P. Jonkheijm, E. W. Meijer, A. P. H. J. Schenning, Chem. Rev. 2005, 105, 1491, and references therein.
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50
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33845238683
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note
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The shift to δ = 9.09 ppm is not solely due to diamagnetic ring currents. This proton lies between two structural "bays" that cause an additional low-field shift.
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53
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0001217756
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Minsky, A.1
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