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For X-ray crystallographic study of 1-(oxy)naphthalene: [11a] W. B. Schweizer, G. Procter, M. Kaftory, D. Dunitz, Helv. Chim. Acta. 1978, 61, 2783.
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55
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0002973026
-
-
note
-
The type B structure is established for all members of 8 and 9. We called the change in the structures of 1d-1g from type A to type B in 8d-8g and 9d-9g as G dependence. In such cases, the plot of δ(Se) of 9 versus those of 8 gave an excellent correlation [Equation (a)]. However, the plot of δ(Se) of 1 versus those of 8 must be analyzed as two correlations [Equations (b) and (c)], which strongly suggests that the structure for g(m) is different from that for g(n) in 1. δ(Se) of 9 = 0.898 × δ(Se) of 8 + 40.14 r = 0.999 (n = 7) (a) δ(Se) of 1 = 0.463 × δ(Se) of 8 + 147.95 r = 0.994 for g(m) (b) δ(Se) of 1 = 0.941 × δ(Se) of 8 - 68.02 r = 0.999 for g(n) (c)
-
-
-
-
56
-
-
0002967108
-
-
note
-
[4f]
-
-
-
-
57
-
-
33847576187
-
-
note
-
[15b] Although the plot of δ(Se) of 2 versus those of 1 gives a rather poor correlation, as shown in Equation (d), the correlation becomes excellent if the points corresponding to Y = OMe and Me are omitted [Equation (e)].
-
-
-
-
58
-
-
33847600229
-
-
note
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[4f] δ(Se) of 1 = 0.686 × δ(Se) of 2 + 71.6 r = 0.979 (n = 7) (d) δ(Se) of 1 = 0.825 × δ(Se) of 2 + 11.1 r = 0.999 (n = 5) (e)
-
-
-
-
60
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0003041927
-
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[16b] See also: G. Montaudo, P. Finocchirdo, S. Caccamese, J. Org. Chem. 1973, 38, 170.
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Montaudo, G.1
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-
61
-
-
33847598339
-
-
note
-
[17a] The effect is accelerated by the buttressing effect of the phenyl ring without the Se atom in the naphthalene ring if 1 is compared with 10.
-
-
-
-
62
-
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33847583350
-
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[17b] For the buttressing effect, see: M. Aoki, M. Nakamura, M. Oki, Bull. Chem. Soc. Jpn. 1982, 55, 2512.
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[17c] G. Yamamoto, M. Suzuki, M. Oki, Bull. Chem. Soc. Jpn. 1983, 56, 809.
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0000166575
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[17d] R. N. Armstrong, H. L. Ammon, J. N. Darnow, J. Am. Chem. Soc. 1987, 109, 2077.
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0000565978
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[17e] M. Decouzon, P. Ertl, O. Exner, J. F. Gal, P. C. Maria, J. Am. Chem. Soc. 1993, 115, 12071.
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[17f] C. D. Braddock, S. C. Tucker, J. M. Brown, Bull. Chem. Chim. Fr. 1997, 134, 399.
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67
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-
33847576365
-
-
note
-
5Y - 82.3 r = 0.995 (f)
-
-
-
-
68
-
-
33847604141
-
-
note
-
The correlations for the plots of δ(2-H) and δ(8-H) versus δ(Se) in 1 classified by g(m) and g(n) are as follows. δ(2-H) of 1 = 0.0364 × δ(Se) of 1 - 5.357 r = 0.944 for g(m) (g) δ(2-H) of 1 = 0.0057 × δ(Se) of 1 + 5.739 r = 0.958 for g(n) (h) δ(8-H) of 1 = 0.0081 × δ(Se) of 1 + 5.420 r = 0.933 for g(m) (i) δ(8-H) of 1 = -0.0023 × δ(Se) of 1 + 9.114 r = 0.981 for g(n) (j)
-
-
-
-
69
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0001998551
-
Gas-Phase Ion and Newtral Thermochemistry
-
[20a] S. G Lias, J. E. Bartmess, J. L. Holmes, R. D. Levin, J. F. Liebman, W. G. Mallard, ("Gas-Phase Ion and Newtral Thermochemistry"), J. Phys. Chem. Ref. Data, 1988, 1 17, suppl.
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72
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84949963475
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Wiley-VCH, New York
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A good correlation between the EA and ε(LUMO) at the DFT level is suggested: Chemical Hardness (Ed.: R. G. Pearson), Wiley-VCH, New York, 1997, p. 38.
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(1997)
Chemical Hardness
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Pearson, R.G.1
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73
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33847603785
-
-
note
-
[20] and its ε(LUMO) and ε(LUMO+1) are evaluated to be -0.75 and -2.02 eV, respectively, by the same method. If the data of anthracene are added to the plot, the EA of naphthalene is estimated to be -0.185 eV. The estimated value becomes -0.065 eV if only the data of benzene, naphthalene, and anthracene are used.
-
-
-
-
74
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33847090263
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[23a] R. E. Rosenfield, Jr., R. Parthasarathy, J. D. Dunitz, J. Am. Chem. Soc. 1977, 99, 4860.
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Rosenfield Jr., R.E.1
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Dunitz, J.D.3
-
76
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-
33847593882
-
-
note
-
The type A-type B pairing is equal to the type I-type II pairing, which is stabilized through the electron donor-acceptor interaction. The type C structure around the two chalcogen atoms must be equal to the type III pairing, of which 0 values at both sites should be almost the same.
-
-
-
-
77
-
-
33847596154
-
-
note
-
[20] that of ethane would be substantially smaller than this value. The results show that the ability of a C-H bond as a donor and an acceptor must be very small.
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78
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M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, J. Cioslowski, B. B. Stefanov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head-Gordon, C. Gonzalez, J. A. Pople, Gaussian 94, Revision D.4, Gaussian Inc., Pittsburgh PA, 1995.
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Ayala, P.Y.27
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more..
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80
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33847577392
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-
note
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2 symmetry in the selenol.
-
-
-
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81
-
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0003037303
-
-
note
-
-1).
-
-
-
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82
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1542356431
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-
J. B. Foresman, T. A. Keith, K. B. Wiberg, J. Snoonian, M. J. Frisch, J. Phys. Chem. 1996, 100, 16098.
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Foresman, J.B.1
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Wiberg, K.B.3
Snoonian, J.4
Frisch, M.J.5
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83
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33847574417
-
-
unpublished results. (Chemical Equation Presented)
-
2 symmetry than the calculated one. W. Nakanishi, S. Hayashi, unpublished results. (Chemical Equation Presented)
-
-
-
Nakanishi, W.1
Hayashi, S.2
-
84
-
-
33847587929
-
-
note
-
2) in solutions than those predicted by the MO calculations given in Table 8.
-
-
-
-
85
-
-
33847585307
-
-
note
-
We should comment on the type B structure of 7b. One might realize that the type B structure of 7b needs no assistance of F at the 8-position, since the structure of 1b is also demonstrated to be type B. Details will be reported in a forthcoming paper.
-
-
-
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86
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0003567345
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The DIRDIF program system
-
University of Nijmegen, The Netherlands
-
P. T. Beurskens, G. Admiraal, G. Beurskens, W. P. Bosman, S. Garcia-Granda, R. O. Gould, J. M. M. Smits, C. Smykalla, The DIRDIF program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands, 1992.
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(1992)
Technical Report of the Crystallography Laboratory
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Beurskens, P.T.1
Admiraal, G.2
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Bosman, W.P.4
Garcia-Granda, S.5
Gould, R.O.6
Smits, J.M.M.7
Smykalla, C.8
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87
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0003708387
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The DIRDIF-94 program system
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University of Nijmegen, The Netherlands
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P. T. Beurskens, G. Admiraal, G. Beurskens, W. P. Bosman, R. de Gelder, R. Israel, J. M. M. Smits, The DIRDIF-94 program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands, 1994.
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(1994)
Technical Report of the Crystallography Laboratory
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Beurskens, P.T.1
Admiraal, G.2
Beurskens, G.3
Bosman, W.P.4
De Gelder, R.5
Israel, R.6
Smits, J.M.M.7
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