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Nonhebel1
Walton2
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For a review on the Wittig rearrangement, see: Johnstone, R. A. W. Mech. Mol. Migr. 1969, 2, 249-266.
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Johnstone, R.A.W.1
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0345308959
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For reviews on neophyl rearrangements, see refs 4-6
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For reviews on neophyl rearrangements, see refs 4-6.
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19
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0344877788
-
-
note
-
BP/DN** calculations were performed using the density functional program implemented in the Spartan 5.0 software package (Wavefunction, Inc., Irvine, CA 92612). Vibrational analyses at the BP/DN** level of theory have confirmed that the transition-state species reported here are characterized by one and only one imaginary vibrational frequency and that species corresponding to energy minima have no imaginary vibrational frequencies.
-
-
-
-
20
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0030559308
-
-
Coupled cluster ab initio calculations corrected for electron correlation, using Dunning's triple-ζ polarization basis set (CCSD(T)/TZ2P), as implemented in the ACES II program, give an activation energy of "at least 47 kcal/mol" for the 1,2-shift of hydrogen in vinyl radical and a dissociation threshold of 40.7 kcal/mol for the β-scission of vinyl radical to acetylene and a hydrogen atom: Wang, J.-H.; Chang, H.-C; Chen, Y.-T. Chem. Phys. 1996, 206, 43-56.
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(1996)
Chem. Phys.
, vol.206
, pp. 43-56
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-
Wang, J.-H.1
Chang, H.-C.2
Chen, Y.-T.3
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21
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0344877785
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The only prior calculations we have found for the 1,2-shift of hydrogen in phenyl radical, although now quite out of date, also predicted a high energy barrier: Burmistrov, V. N.; Khudyakov, I. V.; Christensen, A. Izv. Akad Nauk. Ser. Khim. 1979, 460-2 (Chem. Abstr. No. 90:186104).
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(1979)
Izv. Akad Nauk. Ser. Khim.
, pp. 460-462
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-
Burmistrov, V.N.1
Khudyakov, I.V.2
Christensen, A.3
-
22
-
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0345308957
-
-
The only prior calculations we have found for the 1,2-shift of hydrogen in phenyl radical, although now quite out of date, also predicted a high energy barrier: Burmistrov, V. N.; Khudyakov, I. V.; Christensen, A. Izv. Akad Nauk. Ser. Khim. 1979, 460-2 (Chem. Abstr. No. 90:186104).
-
Chem. Abstr.
, vol.90
, pp. 186104
-
-
-
24
-
-
0013587923
-
-
Evidence for the migration of hydrogen atoms in dehydrobenzenes (aryl diradicals) at elevated temperatures has been seen in the beautiful work of R. F. C. Brown et al.: Brown, R. F. C.; Eastwood, F. W. Pure Appl. Chem. 1996, 68, 261-266.
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(1996)
Pure Appl. Chem.
, vol.68
, pp. 261-266
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Brown, R.F.C.1
Eastwood, F.W.2
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25
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0000814403
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See also: Banciu, M. D.; Brown, R. F. C.; Coulston, K. J.; Eastwood, F. W.; Jurss, C.; Mavropoulos, I.; Stanescu, M.; Wiersum, U. E. Aust. J. Chem. 1996, 49, 965-976.
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Aust. J. Chem.
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Banciu, M.D.1
Brown, R.F.C.2
Coulston, K.J.3
Eastwood, F.W.4
Jurss, C.5
Mavropoulos, I.6
Stanescu, M.7
Wiersum, U.E.8
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26
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0000560855
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See also: Bapat, J. B.; Brown, R. F. C.; Bulmer, G. H.; Childs, T.; Coulston, K. J.; Eastwood, F. W.; Taylor, D. K. Aust. J. Chem. 1997, 50, 1159-1182.
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Aust. J. Chem.
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Bapat, J.B.1
Brown, R.F.C.2
Bulmer, G.H.3
Childs, T.4
Coulston, K.J.5
Eastwood, F.W.6
Taylor, D.K.7
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27
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0344611420
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See also: Brown, R. F. C.; Coulston, K. J.; Eastwood, F. W. Aust. J. Chem. 1997, 50, 1183-1189.
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Aust. J. Chem.
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, pp. 1183-1189
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Brown, R.F.C.1
Coulston, K.J.2
Eastwood, F.W.3
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28
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0345308951
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note
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16
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30
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0344014698
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Ladaki, M.; Szwarc, M. Proc. R. Soc. London, Ser. A 1953, A219, 341.
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Proc. R. Soc. London, Ser. A
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0030971918
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Hagen, S.; Bratcher, M. S.; Erickson, M. S.; Zimmermann, G.; Scott, L. T. Angew. Chem., Int. Ed. Engl. 1997, 36, 406-408.
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Hagen, S.1
Bratcher, M.S.2
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0344014693
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Martin, R. H.; Moriau, J.; Defay, N. Tetrahedron 1974, 30, 179-185.
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Tetrahedron
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Modification of the method by Hass, H. B.; Bender, M. L. J. Am. Chem. Soc. 1949, 71, 1767-1769.
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Rabjohn, N., Ed.
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See also: Hass, H. B.; Bender, M. L. In Organic Syntheses; Rabjohn, N., Ed.; 1963, Collect. Vol. 4, pp 932-934.
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Hass, H.B.1
Bender, M.L.2
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See also: Yamamoto, K.; Ikeda, T.; Kitsuki, T.; Okamoto, Y.; Chikamatsu, H.; Nakazaki, M. J. Chem Soc., Perkin Trans. 1 1990, 271-276.
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Chem Soc., Perkin Trans. 1
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Kitsuki, T.3
Okamoto, Y.4
Chikamatsu, H.5
Nakazaki, M.J.6
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39
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33748244853
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See also: Yamamoto, K.; Sonobe, H.; Matsubara, H.; Sato, M.; Okamoto, S.; Kitaura, K. Angew. Chem., Int. Ed. Engl. 1996, 35, 69-70.
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Angew. Chem., Int. Ed. Engl.
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Yamamoto, K.1
Sonobe, H.2
Matsubara, H.3
Sato, M.4
Okamoto, S.5
Kitaura, K.6
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0344877772
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Defay, N.; Zimmermann, D.; Martin, R. H. Tetrahedron Lett. 1971, 22, 1871-1874.
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Tetrahedron Lett.
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55
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0344877770
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-
Purchased from Aldrich Chemical Co., Milwaukee, WI
-
Purchased from Aldrich Chemical Co., Milwaukee, WI.
-
-
-
-
56
-
-
0344014691
-
-
note
-
The ultraviolet light that causes photocyclization also interconverts the (E)- and (Z)-stilbene isomers; therefore, either isomer (or a mixture of isomers) can be used for the photochemical ring closure.
-
-
-
-
57
-
-
0029835973
-
-
For a more detailed description of the apparatus and the procedure, see: Scott, L. T.; Bratcher, M. S.; Hagen, S. J. Am. Chem. Soc. 1996, 118, 8743-8744.
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(1996)
J. Am. Chem. Soc.
, vol.118
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Scott, L.T.1
Bratcher, M.S.2
Hagen, S.3
-
58
-
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0345308942
-
-
note
-
Yield of purified mixture (%) after separation from higher molecular weight byproducts by flash vacuum chromatography.
-
-
-
-
59
-
-
0344445998
-
-
note
-
1H NMR spectra of the purified mixture of monomeric products.
-
-
-
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