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1
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-
0004223231
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The methylene-bridged aromatic compounds in this study are named using the rules described by Academic Press, New York, N. Y.
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The methylene-bridged aromatic compounds in this study are named using the rules described by B. H. Smith in “Bridged Aromatic Compounds,” Academic Press, New York, N. Y., 1964.
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(1964)
Bridged Aromatic Compounds
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Smith, B.H.1
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2
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85022284110
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There does not exist a universally aocepted method for the naming of such compounds; cf. Chemical Abstracts' name for 3b, for example, is 15-bromo-20-chloro-3,4,5,6,7,8,9,10,11,12-decahydro-2,13-metheno-13H-l-naphtho[1,2-b]azacyclopentadecene
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There does not exist a universally aocepted method for the naming of such compounds; cf. F. Vogtle and P. Newmann, Tetrahedron, 26, S847 (1970). Chemical Abstracts' name for 3b, for example, is 15-bromo-20-chloro-3,4,5,6,7,8,9,10,11,12-decahydro-2,13-metheno-13H-l-naphtho[1,2-b]azacyclopentadecene.
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(1970)
Tetrahedron
, vol.26
, pp. S847
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-
Vogtle, F.1
Newmann, P.2
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3
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0007355679
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The pyridinophane ring is asymmetric since the methylene bridge cannot flip to the opposite face. Cf.
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The pyridinophane ring is asymmetric since the methylene bridge cannot flip to the opposite face. Cf. W. E. Parham, R. W. Davenport, and J. B. Biasotti, Tetrahedron Lett., 557 (1969);
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(1969)
Tetrahedron Lett.
, pp. 557
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Parham, W.E.1
Davenport, R.W.2
Biasotti, J.B.3
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4
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0004763402
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W. E. Parham, R. W. Davenport, and J. K. Rinehart, J. Org. Chem., 35, 2662 (1970).
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(1970)
J. Org. Chem.
, vol.35
, pp. 2662
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Parham, W.E.1
Davenport, R.W.2
Rinehart, J.K.3
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5
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0342272054
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K. N. Campbell, C. H. Helbing, and J. F. Kerwin, J. Amer. Chem. Soc., 68, 1840 (1946).
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(1946)
J. Amer. Chem. Soc.
, vol.68
, pp. 1840
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Campbell, K.N.1
Helbing, C.H.2
Kerwin, J.F.3
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6
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0000513112
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For alternative schemes see (a)
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For alternative schemes see (a) R. E. Lutz, et al., J. Amer. Chem. Soc., 68, 1813 (1946);
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(1946)
J. Amer. Chem. Soc.
, vol.68
, pp. 1813
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Lutz, R.E.1
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13
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0000141194
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obtained a low yield of diphenyl-(2-quinolyl)carbinol from 2-bromoquinoline but concluded that the use of Grignard reagents in the quinoline series was not of preparative value
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J. P. Wibaut and L. G. Heeringa, Recl. Trav. Chim. Pays-Bas, 74, 1003 (1955), obtained a low yield of diphenyl-(2-quinolyl)carbinol from 2-bromoquinoline but concluded that the use of Grignard reagents in the quinoline series was not of preparative value;
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(1955)
Recl. Trav. Chim. Pays-Bas
, vol.74
, pp. 1003
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Wibaut, J.P.1
Heeringa, L.G.2
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14
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0344563356
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R. F. Knott, J. Ciric, and J. G. Breckenridge, Can. J. Chem., 31, 615 (1953).
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(1953)
Can. J. Chem.
, vol.31
, pp. 615
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Knott, R.F.1
Ciric, J.2
Breckenridge, J.G.3
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15
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0014260316
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Quinoline lithium reagents have been successfully used for this purpose. Cf. (a)
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Quinoline lithium reagents have been successfully used for this purpose. Cf. (a) A. Burger and R. N. Pinder, J. Med. Chem., 11, 267 (1968);
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(1968)
J. Med. Chem.
, vol.11
, pp. 267
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Burger, A.1
Pinder, R.N.2
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16
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0015137291
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C. J. Ohnmacht, A. R. Patel, and R. E. Lutz, J. Med. Chem., 14, 926 (1971),
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(1971)
J. Med. Chem.
, vol.14
, pp. 926
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Ohnmacht, C.J.1
Patel, A.R.2
Lutz, R.E.3
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21
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0000513112
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reported that 2,8-disubstituted quinolines do not lead to stable hydrobromides, presumably for steric reasons
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R. E. Lutz, et al., J. Amer. Chem. Soc., 68, 1813 (1946), reported that 2,8-disubstituted quinolines do not lead to stable hydrobromides, presumably for steric reasons.
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(1946)
J. Amer. Chem. Soc.
, vol.68
, pp. 1813
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Lutz, R.E.1
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23
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0014265135
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D. W. Boykin, Jr., A. R. Patel, and R. E. Lutz, J. Med. Chem., 11, 273 (1968).
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(1968)
J. Med. Chem.
, vol.11
, pp. 273
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Boykin, D.W.1
Patel, A.R.2
Lutz, R.E.3
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24
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33947484148
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It has been shown (ref 3) that substituents on the α-methylene carbon atom in the pyridinophane structure are resistant to SN1 and SN2 reactions, and it has been suggested that steric factors do not favor stabilization of a developing carbonium ion (sp2 carbon) at this center. Similarly, one would not expect carbanions to be easily formed at this position have shown that, as the ring size in paracyclophanes is decreased, the acidity of benzylic methylene is decreased
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It has been shown (ref 3) that substituents on the α-methylene carbon atom in the pyridinophane structure are resistant to SN1 and SN2 reactions, and it has been suggested that steric factors do not favor stabilization of a developing carbonium ion (sp2 carbon) at this center. Similarly, one would not expect carbanions to be easily formed at this position. D. J. Cram and L. A. Singer, J. Amer. Chem. Soc., 85, 1084 (1963), have shown that, as the ring size in paracyclophanes is decreased, the acidity of benzylic methylene is decreased.
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(1963)
J. Amer. Chem. Soc.
, vol.85
, pp. 1084
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Cram, D.J.1
Singer, L.A.2
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25
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33747859586
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Part
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R. H. Martin, N. Defay, F. Geerts-Evrard, and D. Bogaert-Verhoo-gen, Tetrahedron, Suppl. 8, Part, 181 (1966).
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(1966)
Tetrahedron
, pp. 181
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Martin, R.H.1
Defay, N.2
Geerts-Evrard, F.3
Bogaert-Verhoo-gen, D.4
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26
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0343614064
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H. H. F. Manske, Leo Marion, and F. Leger, Can. J. Res. Sect. B, 20, 133 (1942).
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Can. J. Res. Sect. B
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, pp. 133
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Manske, H.H.F.1
Marion, L.2
Leger, F.3
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33
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84970579516
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J. E. Callen, C. A. Dörnfeld, and G. H. Colerman, Org. Syn., Coll. Vol. 3, 26 (1964).
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(1964)
Org. Syn., Coll.
, vol.3
, pp. 26
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Callen, J.E.1
Dörnfeld, C.A.2
Colerman, G.H.3
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34
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33947438307
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S. Winstein, T. L. Jacobs, R. B. Henderson, and W. H. Florsheim, J. Org. Chem., 11, 150 (1946);
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(1946)
J. Org. Chem.
, vol.11
, pp. 150
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Winstein, S.1
Jacobs, T.L.2
Henderson, R.B.3
Florsheim, W.H.4
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40
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85022275172
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Sadtler Research Laboratories, Philadelphia, Pa.
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“Sadtler Index of Infrared Spectra,” Sadtler Research Laboratories, Philadelphia, Pa., 1967, No. S691K.
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(1967)
Sadtler Index of Infrared Spectra
, Issue.S691K
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