-
12
-
-
85034160962
-
-
See ref 2b, p 71
-
See ref 2b, p 71.
-
-
-
-
13
-
-
85034164652
-
-
Interesting materials prepared from helicenes in which a photocyclization was a key step
-
Interesting materials prepared from helicenes in which a photocyclization was a key step:
-
-
-
-
16
-
-
0000593972
-
-
(c) Katz, T. J.; Sudhakar, A.; Teasley, M. F.; Gilbert, A. M.; Geiger, W. E.; Robben, M. P.; Wuensch, M.; Ward, M. D. J. Am. Chem. Soc. 1993, 115, 3182.
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Geiger, W.E.5
Robben, M.P.6
Wuensch, M.7
Ward, M.D.8
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18
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0000538245
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(e) Fox, J. M.; Lin, D.; Itagaki, Y.; Fujita, T. J. Org. Chem. 1998, 63, 2031.
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Fox, J.M.1
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19
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0001211751
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(f) Yang, B.; Liu, L.; Katz, T. J.; Liberko, C. A.; Miller, L. L. J. Am. Chem. Soc. 1991, 113, 8993.
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20
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0001558534
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(g) Liberko, C. A.; Miller, L. L.; Katz, T. J.; Liu, L. J. Am. Chem. Soc. 1993, 115, 2478.
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Liberko, C.A.1
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21
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0001369458
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Liu, L.; Yang, B.; Katz, T. J.; Poindexter, M. K. J. Org. Chem. 1991, 56, 3769.
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Liu, L.1
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22
-
-
85034198128
-
-
The photodimerizations of stilbenes and the intermolecular reactions of stilbenes with phenanthrenes also complicate photocyclizations that are not performed at high dilution. See ref 2a.
-
The photodimerizations of stilbenes and the intermolecular reactions of stilbenes with phenanthrenes also complicate photocyclizations that are not performed at high dilution. See ref 2a.
-
-
-
-
24
-
-
85034169994
-
-
See footnotes 1 and 6 in ref 12.
-
See footnotes 1 and 6 in ref 12.
-
-
-
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27
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84982475346
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(c) Rau, H.; Schuster, O. Angew. Chem., Int. Ed. Engl. 1976, 75, 114.
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(e) Staab, H. A.; Diehm, M.; Krieger, C. Tetrahedron Lett. 1994, 35, 8357.
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Staab, H.A.1
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0028962414
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(f) Dore, A.; Fabbri, D.; Gladiali, S.; Valle, G. Tetrahedron: Asymmetry 1995, 6, 779.
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(g) Pischel, L; Grimme, S.; Kotila, S.; Nieger, M.; Vögtle, F. Tetrahedron: Asymmetry 1996, 7, 109.
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Pischel, L.1
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33
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0000954764
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Tanaka, K.; Suzuki, H.; Osuga, H. J. Org. Chem. 1997, 62, 4465.
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Tanaka, K.1
Suzuki, H.2
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34
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0030721577
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Katz, T. J.; Liu, L.; Willmore, N. D.; Fox, J. M.; Rheingold, A. L.; Shi, S.; Nuckolls, C.; Rickman, B. H. J. Am. Chem. Soc. 1997, 119, 10054.
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Katz, T.J.1
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Willmore, N.D.3
Fox, J.M.4
Rheingold, A.L.5
Shi, S.6
Nuckolls, C.7
Rickman, B.H.8
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37
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0029904378
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(a) Nuckolls, C.; Katz, T. J.; Castellanos, L. J. Am. Chem. Soc. 1996, 118, 3767.
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Nuckolls, C.1
Katz, T.J.2
Castellanos, L.3
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0032554069
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(b) Lovinger, A. J.; Nuckolls, C.; Katz, T. J. J. Am. Chem. Soc. 1998, 120, 264.
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Lovinger, A.J.1
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84982064897
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Staab, H. A.; Meissner, U. E.; Meissner, B. Chem. Ber. 1976, 109, 3875.
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Staab, H.A.1
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44
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33744892545
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Borodkin, G. I.; Shakirov, M. M.; Shubin, V. G.; Koptyug, V. A. Zh. Org. Khim. (Engl. Transl.) 1976, 12, 1298.
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Borodkin, G.I.1
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Koptyug, V.A.4
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45
-
-
85034189072
-
-
1-Ethoxyvinyltributylstannane can be purchased from Aldrich chemical company or prepared as described in
-
1-Ethoxyvinyltributylstannane can be purchased from Aldrich chemical company or prepared as described in:
-
-
-
-
46
-
-
0010633369
-
-
(a) Gadwood, R. C.; Rubino, M. R.; Nagarajan, S. C.; Michel, S. T. J. Org. Chem. 1985, 50, 3255.
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Gadwood, R.C.1
Rubino, M.R.2
Nagarajan, S.C.3
Michel, S.T.4
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48
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0000766949
-
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(c) Kosugi, M.; Sumiya, T.; Obara, Y.; Suzuki, M.; Sano, H.; Migita, T. Bull. Chem. Soc. Jpn. 1987, 60, 767.
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Bull. Chem. Soc. Jpn.
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Kosugi, M.1
Sumiya, T.2
Obara, Y.3
Suzuki, M.4
Sano, H.5
Migita, T.6
-
49
-
-
85034174763
-
-
1-Ethoxyvinyltributylstannane had previously been used in our lab to produce a bis-ethyl enol ether, which was used to synthesize a [6]helicenebisquinone. Nuckolls, C. Unpublished results.
-
1-Ethoxyvinyltributylstannane had previously been used in our lab to produce a bis-ethyl enol ether, which was used to synthesize a [6]helicenebisquinone. Nuckolls, C. Unpublished results.
-
-
-
-
50
-
-
85034197323
-
-
Ph.D. Dissertation, Columbia University
-
The photocyclization shown in Scheme 2 of ref 6f produced, after a solution in 400 mL of benzene had been irradiated for 8 h, 120 mg of 1,18-dimethoxy[7]helicene, a compound that was converted in 39% yield to 1,4,15,18-tetrahydro-1,4,15,18-tetraoxo[7]helicene: Yang, B. V. Ph.D. Dissertation, Columbia University, 1987.
-
(1987)
-
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Yang, B.V.1
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51
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33847086153
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(a) Semmelhack, M. F.; Tomoda, S.; Hurst, K M. J. Am. Chem. Soc. 1980, 102, 7567.
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Semmelhack, M.F.1
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Hurst, K.M.3
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55
-
-
84990503469
-
-
For a related procedure in which p-benzoquinones are reduced by Zn in the presence of TMSC1 but in the absence of an amine, see: Rasmussen, J. K.; Krepski, L. R.; Heilmann, S. M.; Smith, H. K.; Tumey, M. L. Synthesis 1983, 457.
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(1983)
Synthesis
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Rasmussen, J.K.1
Krepski, L.R.2
Heilmann, S.M.3
Smith, H.K.4
Tumey, M.L.5
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56
-
-
0012929464
-
-
For a related procedure that uses Mel or BnBr and KF in DMF to convert tert-butyldimethylsilylaryl ethers into methyl- or benzylaryl ethers, see: Sinhababu, A. K; Kawase, M.; Borchardt, R. T. Tetrahedron Lett. 1987, 28, 4139.
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Sinhababu, A.K.1
Kawase, M.2
Borchardt, R.T.3
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57
-
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85034194123
-
-
4 as the reducing agent. For the [7]helicenebisquinones studied here Zn/TMEDA in toluene generally effected cleaner conversion.
-
4 as the reducing agent. For the [7]helicenebisquinones studied here Zn/TMEDA in toluene generally effected cleaner conversion.
-
-
-
-
59
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0013067447
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(b) Newman, M. S.; Darlak, R. S.; Tsai, L. J. Am. Chem. Soc. 1967, 89, 6191.
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37049142163
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Mason, S.F.4
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63
-
-
85034192981
-
-
note
-
29d nor can it be recognized in the CD of (+)- and (-)-14 and 16.
-
-
-
-
64
-
-
0003322015
-
-
Patai, S., Ed.; Wiley: London, Chapter 4
-
n-πtransitions in the UV-vis spectra of p-quinones generally occur at 420-460 nm. See: Berger, S.; Rieker, A. In The Chemistry of the Quinonoid Compounds; Patai, S., Ed.; Wiley: London, 1974; Chapter 4.
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(1974)
The Chemistry of the Quinonoid Compounds
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Berger, S.1
Rieker, A.2
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66
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85034162672
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Dissertation, Columbia University
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(b) Yang, B. V. Dissertation, Columbia University, 1987.
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(1987)
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Yang, B.V.1
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67
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85034173161
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Ph.D. Dissertation, Columbia University
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(c) Liu, L. Ph.D. Dissertation, Columbia University, 1991.
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(1991)
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Liu, L.1
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68
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85034156136
-
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note
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32b,c
-
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70
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0002714675
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Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.
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Kahn, M.2
Mitra, A.3
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71
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33744874192
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Patai, S., Ed.; Wiley: London, Chapter 5
-
M + 2 peaks are often seen in the mass spectra of quinones. See: Zeller, K.-P. In The Chemistry of the Quinonoid Compounds; Patai, S., Ed.; Wiley: London, 1974; Chapter 5.
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(1974)
The Chemistry of the Quinonoid Compounds
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Zeller, K.-P.1
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