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Thesis, National Central University, Chung-Li, Taiwan, June
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The solvolysis in 97Hw has been considered to be closer to the limiting mechanism than in trifluoroacetic acid. See: Bentley, T. W.; Bowen, C. T.; Parker, W.; Watt, C. I. F. J. Am. Chem. Soc. 1979, 101, 2486.
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Wavefunction, Inc., 18401 Von Karman Ave., #370, Irvine, CA 92715
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SPARTAN Version 4.1, Wavefunction, Inc., 18401 Von Karman Ave., #370, Irvine, CA 92715.
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SPARTAN Version 4.1
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14
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20644465093
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note
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Our calculations for various conformations of chlorides 2 and 3 are consistent with those reported (ref 11). For the cation derived from 2, our result is also in harmony with the literature data (ref 15).
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16
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84873055189
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Wiley: New York
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Radom, L.2
Schleyer, P.V.R.3
Pople, J.A.4
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17
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0030939828
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A more recent work (Abboud, J.-L. M.; Castano, O.; Della, E. W.; Herreros, M.; Müller, P.; Notario, R.; Rossier, J.-C. J. Am. Chem. Soc. 1997, 119, 2262.) employing an elaborate method of gas-phase stability measurement and calculations at MP2/6-311G** level resulted in a larger slope (-0.492) and an excellent linear correlation between log k (solvolysis) against ΔG° for halide exchange in bridgehead carbocations.
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J. Am. Chem. Soc.
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Abboud, J.-L.M.1
Castano, O.2
Della, E.W.3
Herreros, M.4
Müller, P.5
Notario, R.6
Rossier, J.-C.7
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18
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0002081528
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For example, see: Schneider, H.-J.; Becker, N.; Schmidt, G.; Thomas, F. J. Org. Chem. 1986, 51, 3602.
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19
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0008639638
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For examples, see: (a) Richard, J. P.; Amyes, T. L.; Ventor, T. J. Am. Chem. Soc. 1991, 113, 5871. (b) Richard, J. P.; Jagannadham, V.; Amyes, T. L.; Mishima, M.; Tsuno, Y. J. Am. Chem. Soc. 1994, 116, 6706.
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20
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0000782001
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For examples, see: (a) Richard, J. P.; Amyes, T. L.; Ventor, T. J. Am. Chem. Soc. 1991, 113, 5871. (b) Richard, J. P.; Jagannadham, V.; Amyes, T. L.; Mishima, M.; Tsuno, Y. J. Am. Chem. Soc. 1994, 116, 6706.
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Richard, J.P.1
Jagannadham, V.2
Amyes, T.L.3
Mishima, M.4
Tsuno, Y.5
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21
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20644464701
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For examples, see: (a) Liu, K.-T.; Chang, L.-W.; Chen, P.-S. J. Org. Chem. 1992, 57, 5741. (b) Kevill, D. N.; D'Souza, M. J. J. Chem. Res., Synop. 1993, 174. (c) Takeuchi, K.; Ohga, Y.; Ushino, T.; Takasuka, M. J. Phys. Org. Chem. 1997, 10, 717.
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J. Org. Chem.
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Liu, K.-T.1
Chang, L.-W.2
Chen, P.-S.3
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22
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0003104088
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For examples, see: (a) Liu, K.-T.; Chang, L.-W.; Chen, P.-S. J. Org. Chem. 1992, 57, 5741. (b) Kevill, D. N.; D'Souza, M. J. J. Chem. Res., Synop. 1993, 174. (c) Takeuchi, K.; Ohga, Y.; Ushino, T.; Takasuka, M. J. Phys. Org. Chem. 1997, 10, 717.
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J. Chem. Res., Synop.
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Kevill, D.N.1
D'Souza, M.J.2
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23
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0001577016
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For examples, see: (a) Liu, K.-T.; Chang, L.-W.; Chen, P.-S. J. Org. Chem. 1992, 57, 5741. (b) Kevill, D. N.; D'Souza, M. J. J. Chem. Res., Synop. 1993, 174. (c) Takeuchi, K.; Ohga, Y.; Ushino, T.; Takasuka, M. J. Phys. Org. Chem. 1997, 10, 717.
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Takeuchi, K.1
Ohga, Y.2
Ushino, T.3
Takasuka, M.4
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25
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84987043562
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For example, an azide salt effect was observed for the solvolysis of tert-cumyl chloride in 90% acetone (Liu, K.-T.; Chen, P.-S.; Hu, C.-R.; Sheu, H.-C. J. Phys. Org. Chem. 1993, 6, 122) but not in 50% aqueous trifluoroethanol (ref 19a).
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J. Phys. Org. Chem.
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Liu, K.-T.1
Chen, P.-S.2
Hu, C.-R.3
Sheu, H.-C.4
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2742590550
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Lomas, J. S.; Luong, P. K.; Dubois, J.-E. J. Org. Chem. 1979, 44, 1647.
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Lomas, J.S.1
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27
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20644440540
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Unpublished results from this laboratory
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Unpublished results from this laboratory.
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29
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20644468746
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note
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It was found in a preliminary study that the same result was obtained by using purified and unpurified hexafluoro-2-propanol, respectively.
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