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1
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85033059652
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School of Chemistry, University of Sydney
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(a) School of Chemistry, University of Sydney.
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2
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85033065798
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Current address: Department of Chemistry, Wayne State University, Detroit, Michigan 48202
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(b) Current address: Department of Chemistry, Wayne State University, Detroit, Michigan 48202.
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3
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85033042373
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School of Pharmacy, University of North Carolina
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2 (8), optimized at the MP2(full)/6-31G(d) level, are available as supporting information (Figure S1).
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91
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85033044165
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note
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53
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95
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84990113687
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85033068333
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note
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Geometries of the azasubstituted cyclobutadienes and tetrahedranes as well as of the parents cyclobutadiene (3) and tetrahedrane (4) optimized at the MP2(full)/6-31G(d,p) level are available as supporting information (Figure S2). Geometrical parameters of 1,2-diazete 13 optimized at the Becke3LYP/6-31G(d,p) level are also shown in Figure S2.
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103
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0001760727
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Burdett, J.K.1
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104
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0001199494
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(b) Burdett, J. K.; Canadell, E.; Hugnbanks, T. J. Am. Chem. Soc. 1986, 108, 3971.
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Canadell, E.2
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106
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85033048362
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note
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-1, respectively). Therefore, although 13 is definitely a minimum, its geometry should still be refined by further calculations at a higher level of theory.
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108
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33751157732
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(b) Stevens, P. J.; Devlin, F. J.; Chablowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623.
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85033042978
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note
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-1 for 2).
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111
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84988110373
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These are the most stable configurations. See, for example, the following. (a) Bock, C. W.; George, P.; Trachtman, M. J. Comput. Chem. 1984, 5, 395.
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Bock, C.W.1
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113
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0001544916
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(c) Wiberg, K. B.; Rablen, P. R.; Marquez, M. J. Am. Chem. Soc. 1992, 114, 8654.
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115
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33748598929
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(b) Glukhovtsev, M. N.; Simkin, B. Ya.; Minkin, V. I. Zh. Org. Khim. 1983, 19, 1353.
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Glukhovtsev, M.N.1
Simkin, B.Ya.2
Minkin, V.I.3
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116
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0000806220
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Hess, B. A.; Schaad, L. J.; Holyoke, C. W. Tetrahedron 1975, 31, 295.
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Tetrahedron
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Hess, B.A.1
Schaad, L.J.2
Holyoke, C.W.3
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117
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0343657716
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(a) Gutman, I.; Milun, M.; Trinajstic, N. J. Am. Chem. Soc. 1977, 99, 1692.
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Gutman, I.1
Milun, M.2
Trinajstic, N.3
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33748587527
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(b) Singh, S.; Mishra, R. K.; Mishra, B. K. Indian J. Chem. 1988, 27A, 653.
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Singh, S.1
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119
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85033051831
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note
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68 For details of the application of HSRE and TRE to estimate the aromaticity and antiaromaticity effects in heterocyclic chemistry, see, for example, recent reviews (refs 13 and 14).
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