-
4
-
-
33845551269
-
-
(b) Baur, V. J.; Clive, D. L. J.; Dolphin, D.; Paine, J. B., III; Harris, J. L.; King, M. M.; Loder, H.; Wang, S.-W. C.; Woodward, R. B. J. Am. Chem. Soc. 1983, 105, 6429.
-
(1983)
J. Am. Chem. Soc.
, vol.105
, pp. 6429
-
-
Baur, V.J.1
Clive, D.L.J.2
Dolphin, D.3
Paine III, J.B.4
Harris, J.L.5
King, M.M.6
Loder, H.7
Wang, S.-W.C.8
Woodward, R.B.9
-
5
-
-
37049115120
-
-
Broadhurst, M. J.; Grigg, R.; Johnson, A. W. J. Chem. Soc., Perkin Trans. 1 1972, 2111.
-
(1972)
J. Chem. Soc., Perkin Trans. 1
, pp. 2111
-
-
Broadhurst, M.J.1
Grigg, R.2
Johnson, A.W.3
-
6
-
-
0023625823
-
-
Sessler, J. L.; Johnson, M. R.; Lynch, V. J. Org. Chem. 1987, 52, 4394.
-
(1987)
J. Org. Chem.
, vol.52
, pp. 4394
-
-
Sessler, J.L.1
Johnson, M.R.2
Lynch, V.3
-
7
-
-
0025374677
-
-
(a) Sessler, J. L.; Cyr, M. J.; Lynch, V.; McGhee, E.; Ibers, J. A. J. Am. Chem. Soc. 1990, 112, 2810.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 2810
-
-
Sessler, J.L.1
Cyr, M.J.2
Lynch, V.3
McGhee, E.4
Ibers, J.A.5
-
8
-
-
0000685507
-
-
(b) Shionoya, M.; Furuta, H.; Lynch, V.; Harriman, A.; Sessler, J. L. J. Am. Chem. Soc. 1992, 114, 5714.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 5714
-
-
Shionoya, M.1
Furuta, H.2
Lynch, V.3
Harriman, A.4
Sessler, J.L.5
-
9
-
-
0037798446
-
-
Brückner, C.; Sternberg, E. D.; Boyle, R. W.; Dolphin, D. Chem. Commun. 1997, 1689.
-
(1997)
Chem. Commun.
, pp. 1689
-
-
Brückner, C.1
Sternberg, E.D.2
Boyle, R.W.3
Dolphin, D.4
-
10
-
-
33751156933
-
-
Other syntheses of sapphyrin that are not predicated on the use of tripyrranes have been reported recently: (a) Sessler, J. L.; Lisowski, J.; Boudreaux, K. A.; Lynch, V.; Barry, J.; Kodadek, T. J. J. Org. Chem. 1995, 60, 5975. (b) Latos-Grazynski, L.; Rachlewics, K. Chem. Eur. J. 1995, 1, 68. (c) Paolesse, R.; Licoccia, S.; Spagnoli, M.; Boschi, T.; Khoury, R. G.; Smith, K. J. Org. Chem. 1997, 62, 5133.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 5975
-
-
Sessler, J.L.1
Lisowski, J.2
Boudreaux, K.A.3
Lynch, V.4
Barry, J.5
Kodadek, T.J.6
-
11
-
-
0003982087
-
-
Other syntheses of sapphyrin that are not predicated on the use of tripyrranes have been reported recently: (a) Sessler, J. L.; Lisowski, J.; Boudreaux, K. A.; Lynch, V.; Barry, J.; Kodadek, T. J. J. Org. Chem. 1995, 60, 5975. (b) Latos-Grazynski, L.; Rachlewics, K. Chem. Eur. J. 1995, 1, 68. (c) Paolesse, R.; Licoccia, S.; Spagnoli, M.; Boschi, T.; Khoury, R. G.; Smith, K. J. Org. Chem. 1997, 62, 5133.
-
(1995)
Chem. Eur. J.
, vol.1
, pp. 68
-
-
Latos-Grazynski, L.1
Rachlewics, K.2
-
12
-
-
0030842359
-
-
Other syntheses of sapphyrin that are not predicated on the use of tripyrranes have been reported recently: (a) Sessler, J. L.; Lisowski, J.; Boudreaux, K. A.; Lynch, V.; Barry, J.; Kodadek, T. J. J. Org. Chem. 1995, 60, 5975. (b) Latos-Grazynski, L.; Rachlewics, K. Chem. Eur. J. 1995, 1, 68. (c) Paolesse, R.; Licoccia, S.; Spagnoli, M.; Boschi, T.; Khoury, R. G.; Smith, K. J. Org. Chem. 1997, 62, 5133.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 5133
-
-
Paolesse, R.1
Licoccia, S.2
Spagnoli, M.3
Boschi, T.4
Khoury, R.G.5
Smith, K.6
-
13
-
-
0001053603
-
-
(a) Iverson, B. L.; Schreder, K.; Kral, V.; Sessler, J. L. J. Am. Chem. Soc. 1993, 115, 11022.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 11022
-
-
Iverson, B.L.1
Schreder, K.2
Kral, V.3
Sessler, J.L.4
-
14
-
-
0026496042
-
-
(b) Kral, V.; Sessler, J. L.; Furuta, H. J. Am. Chem. Soc. 1992, 114, 8704.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 8704
-
-
Kral, V.1
Sessler, J.L.2
Furuta, H.3
-
15
-
-
0000807001
-
-
Sessler, J. L.; Furuta, H.; Kral, V. Supramol. Chem. 1993, 1, 209.
-
(1993)
Supramol. Chem.
, vol.1
, pp. 209
-
-
Sessler, J.L.1
Furuta, H.2
Kral, V.3
-
16
-
-
0026483798
-
-
Sessler, J. L.; Cyr, M.; Burrell, A. K. Tetrahedron 1992, 48, 9661.
-
(1992)
Tetrahedron
, vol.48
, pp. 9661
-
-
Sessler, J.L.1
Cyr, M.2
Burrell, A.K.3
-
17
-
-
84989571806
-
-
Sessler, J. L.; Weghorn, S. J.; Hiseada, Y.; Lynch, V. Chem. Eur. J. 1995, 1, 56.
-
(1995)
Chem. Eur. J.
, vol.1
, pp. 56
-
-
Sessler, J.L.1
Weghorn, S.J.2
Hiseada, Y.3
Lynch, V.4
-
20
-
-
33748243043
-
-
Vogel, E.; Dörr, J.; Herrmann, A.; Lex, J.; Schmickler, H.; Walgenbach, P.; Gesselbrecht, J. P.; Gross, J. Angew. Chem., Int. Ed. Engl. 1993, 32, 1597.
-
(1993)
Angew. Chem., Int. Ed. Engl.
, vol.32
, pp. 1597
-
-
Vogel, E.1
Dörr, J.2
Herrmann, A.3
Lex, J.4
Schmickler, H.5
Walgenbach, P.6
Gesselbrecht, J.P.7
Gross, J.8
-
21
-
-
0000264981
-
-
Wiley: New York, Collect
-
(a) Burness, D. M. Organic Synthesis; Wiley: New York, 1963; Collect. Vol. IV, p 649.
-
(1963)
Organic Synthesis
, vol.4
, pp. 649
-
-
Burness, D.M.1
-
25
-
-
15444340354
-
-
U.S. Patent 2,760,986, 1956
-
(c) Fletcher, G. L.; Hull, J. S. U.S. Patent 2,760,986, 1956.
-
-
-
Fletcher, G.L.1
Hull, J.S.2
-
27
-
-
2742545120
-
-
(b) Helms, A.; Heiler, D.; McLendon, G. J. Am. Chem. Soc. 1992, 114, 6227.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 6227
-
-
Helms, A.1
Heiler, D.2
McLendon, G.3
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31
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-
15444360801
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note
-
The use of a solvent system different from that employed in the case of the all-aza sapphyrin 4 resulted from an inability to effect oxidation of the furan containing dihydrosapphyrins in ethanol. Various oxidants, air, DDQ, and chloranil were tried, but in no case did oxidation to the fully conjugated oxosapphyrin occur. Use of a halogenated solvent system on the other hand, allowed these critical oxidations to be effected readily in what is literally a one-pot procedure.
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-
-
-
32
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15444347856
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note
-
Although the dihydrosapphyrin intermediates will oxidize if left in solution exposed to air (roughly 10, 24, and 48 h in the case of the mono-, di-, and trioxasapphyrins, respectively), extensive decomposition is detected.
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