-
1
-
-
1542479074
-
-
note
-
The vast literature concerning arylcarbene rearrangements has been summarized in numerous, thorough review articles and book chapters. We caution readers who are not familiar with the field that the mechanistic interpretations presented in many of the earlier reviews have been superseded.
-
-
-
-
3
-
-
0004231256
-
-
Marchand, A. P., Lehr, R. E., Eds.; Academic: New York, Chapter 3
-
(b) Jones, W. M.; Brinker, U. H. In Pericyclic Reactions; Marchand, A. P., Lehr, R. E., Eds.; Academic: New York, 1977; Vol. 1, Chapter 3.
-
(1977)
Pericyclic Reactions
, vol.1
-
-
Jones, W.M.1
Brinker, U.H.2
-
4
-
-
0011853086
-
-
de Mayo, P., Ed.; Academic: New York, Chapter 3
-
(c) Jones, W. M. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic: New York, 1980; Vol. 1, Chapter 3.
-
(1980)
Rearrangements in Ground and Excited States
, vol.1
-
-
Jones, W.M.1
-
6
-
-
0004035157
-
-
Abramovitch, R. A., Ed.; Plenum: New York, Chapter 4
-
(b) Wentrup, C. In Reactive Intermediates; Abramovitch, R. A., Ed.; Plenum: New York, 1980; Vol. 1, Chapter 4.
-
(1980)
Reactive Intermediates
, vol.1
-
-
Wentrup, C.1
-
7
-
-
0004260899
-
-
Wiley-Interscience: New York, Chapter 4
-
(c) Wentrup, C. Reactive Molecules; Wiley-Interscience: New York, 1984; Chapter 4.
-
(1984)
Reactive Molecules
-
-
Wentrup, C.1
-
8
-
-
0001188892
-
-
Regitz, M., Ed.; G. Thieme: Stuttgart
-
(d) Wentrup, C. In Methoden der Organischen Chemie (Houben-Weyl); Regitz, M., Ed.; G. Thieme: Stuttgart, 1989; Vol. E19b, pp 824-1021.
-
(1989)
Methoden der Organischen Chemie (Houben-Weyl)
, vol.E19B
, pp. 824-1021
-
-
Wentrup, C.1
-
10
-
-
0001190191
-
-
(b) Gaspar, P. P.; Hsu, J.-P.; Chari, S.; Jones, M. Tetrahedron 1985, 41, 1479-1507.
-
(1985)
Tetrahedron
, vol.41
, pp. 1479-1507
-
-
Gaspar, P.P.1
Hsu, J.-P.2
Chari, S.3
Jones, M.4
-
12
-
-
0001712535
-
-
(a) Joines, R. C.; Turner, A. B.; Jones, W. M. J. Am. Chem. Soc. 1969, 91, 7754-7755.
-
(1969)
J. Am. Chem. Soc.
, vol.91
, pp. 7754-7755
-
-
Joines, R.C.1
Turner, A.B.2
Jones, W.M.3
-
14
-
-
33947297110
-
-
(c) Schissel, P.; Kent, M. E.; McAdoo, D. J.; Hedaya, E. J. Am. Chem. Soc. 1970, 92, 2147-2149.
-
(1970)
J. Am. Chem. Soc.
, vol.92
, pp. 2147-2149
-
-
Schissel, P.1
Kent, M.E.2
McAdoo, D.J.3
Hedaya, E.4
-
19
-
-
0000041205
-
-
(a) West, P. R.; Chapman, O. L.; LeRoux, J.-P. J. Am. Chem. Soc. 1982, 104, 1779-1782.
-
(1982)
J. Am. Chem. Soc.
, vol.104
, pp. 1779-1782
-
-
West, P.R.1
Chapman, O.L.2
Leroux, J.-P.3
-
20
-
-
0001115818
-
-
(b) McMahon, R. J.; Abelt, C. J.; Chapman, O. L.; Johnson, J. W.; Kreil, C. L.; LeRoux, J.-P., Mooring, A. M.; West, P. R. J. Am. Chem. Soc. 1987, 109, 2456-2469.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 2456-2469
-
-
McMahon, R.J.1
Abelt, C.J.2
Chapman, O.L.3
Johnson, J.W.4
Kreil, C.L.5
Leroux, J.-P.6
Mooring, A.M.7
West, P.R.8
-
21
-
-
1542688361
-
-
Ph.D. Dissertation, University of California, Los Angeles
-
(c) West, P. R. Ph.D. Dissertation, University of California, Los Angeles, 1981.
-
(1981)
-
-
West, P.R.1
-
22
-
-
1542793632
-
-
Ph.D. Dissertation, University of California, Los Angeles
-
(d) Johnson, J. W. Ph.D. Dissertation, University of California, Los Angeles, 1987.
-
(1987)
-
-
Johnson, J.W.1
-
24
-
-
37049094973
-
-
(a) Wentrup, C.; Wentrup-Byrne, E.; Müller, P. J. Chem. Soc., Chem. Commun. 1977, 210-211.
-
(1977)
J. Chem. Soc., Chem. Commun.
, pp. 210-211
-
-
Wentrup, C.1
Wentrup-Byrne, E.2
Müller, P.3
-
27
-
-
11644312572
-
-
Hoffmann, R.; Zeiss, G. D.; Van Dine, G. W. J. Am. Chem. Soc. 1968, 90, 1485-1499.
-
(1968)
J. Am. Chem. Soc.
, vol.90
, pp. 1485-1499
-
-
Hoffmann, R.1
Zeiss, G.D.2
Van Dine, G.W.3
-
28
-
-
0012183140
-
-
(a) Tyner, R. L.; Jones, W. M.; Öhrn, Y.; Sabin, J. R. J. Am. Chem. Soc. 1974, 96, 3765-3769.
-
(1974)
J. Am. Chem. Soc.
, vol.96
, pp. 3765-3769
-
-
Tyner, R.L.1
Jones, W.M.2
Öhrn, Y.3
Sabin, J.R.4
-
29
-
-
33845553872
-
-
(b) Balci, M.; Winchester, W. R.; Jones, W. M. J. Org. Chem. 1982, 47, 5180-5186.
-
(1982)
J. Org. Chem.
, vol.47
, pp. 5180-5186
-
-
Balci, M.1
Winchester, W.R.2
Jones, W.M.3
-
32
-
-
0001467770
-
-
(b) Kassaee, M. Z.; Nimlos, M. R.; Downie, K. E.; Waali, E. E. Tetrahedron 1985, 41, 1579-1586.
-
(1985)
Tetrahedron
, vol.41
, pp. 1579-1586
-
-
Kassaee, M.Z.1
Nimlos, M.R.2
Downie, K.E.3
Waali, E.E.4
-
33
-
-
0012143868
-
-
(a) Radom, L.; Schaefer, H. F.; Vincent, M. A. Nouv. J. Chem. 1980, 4, 411-415.
-
(1980)
Nouv. J. Chem.
, vol.4
, pp. 411-415
-
-
Radom, L.1
Schaefer, H.F.2
Vincent, M.A.3
-
35
-
-
0000837250
-
-
(a) Kirmse, W.; Kund, K.; Ritzer, E.; Dorigo, A. E.; Houk, K. N. J. Am. Chem. Soc. 1986, 108, 6045-6046.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 6045-6046
-
-
Kirmse, W.1
Kund, K.2
Ritzer, E.3
Dorigo, A.E.4
Houk, K.N.5
-
36
-
-
0001277851
-
-
(b) Hömberger, G.; Dorigo, A. E.; Kirmse, W.; Houk, K. N. J. Am. Chem. Soc. 1989, 111, 475-477.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 475-477
-
-
Hömberger, G.1
Dorigo, A.E.2
Kirmse, W.3
Houk, K.N.4
-
37
-
-
0001597667
-
-
(c) Dorigo, A. E.; Li, Y.; Houk, K. N. J. Am. Chem. Soc. 1989, 111, 6942-6948.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 6942-6948
-
-
Dorigo, A.E.1
Li, Y.2
Houk, K.N.3
-
38
-
-
0000757043
-
-
Cramer, C. J.; Dulles, F. J.; Falvey, D. E. J. Am. Chem. Soc. 1994, 116, 9787-9788.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 9787-9788
-
-
Cramer, C.J.1
Dulles, F.J.2
Falvey, D.E.3
-
39
-
-
0029989970
-
-
Matzinger, S.; Bally, T.; Patterson, E. V.; McMahon, R. J. J. Am. Chem. Soc. 1996, 118, 1535-1542.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 1535-1542
-
-
Matzinger, S.1
Bally, T.2
Patterson, E.V.3
McMahon, R.J.4
-
41
-
-
0000827672
-
-
Schreiner, P. R.; Karney, W. L.; Schleyer, P. v.-R.; Borden, W. T.; Hamilton, T. P.; Schaefer, H. F. J. Org. Chem. 1996, 61, 7030-7039.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 7030-7039
-
-
Schreiner, P.R.1
Karney, W.L.2
Schleyer, P.V.-R.3
Borden, W.T.4
Hamilton, T.P.5
Schaefer, H.F.6
-
42
-
-
0000332479
-
-
Wentrup, C.; Mayor, C.; Becker, J.; Linder, H. J. Tetrahedron 1985, 41, 1601-1612.
-
(1985)
Tetrahedron
, vol.41
, pp. 1601-1612
-
-
Wentrup, C.1
Mayor, C.2
Becker, J.3
Linder, H.J.4
-
43
-
-
0009566901
-
-
(a) Breslow, R.; Washburn, W.; Bergman, R. G. J. Am. Chem. Soc. 1969, 91, 196.
-
(1969)
J. Am. Chem. Soc.
, vol.91
, pp. 196
-
-
Breslow, R.1
Washburn, W.2
Bergman, R.G.3
-
45
-
-
0009625829
-
-
Bauld, N. L.; Dahl, C. E.; Rim, Y. S. J. Am. Chem. Soc. 1969, 91, 2787-2788.
-
(1969)
J. Am. Chem. Soc.
, vol.91
, pp. 2787-2788
-
-
Bauld, N.L.1
Dahl, C.E.2
Rim, Y.S.3
-
47
-
-
0000581237
-
-
12 is formed from diazo compound 5 with sufficient vibrational energy to surmount the barrier. For another example of a hot ground state reaction in a low-temperature matrix, see: LeBlanc, B. F.; Sheridan, R. S. J. Am. Chem. Soc. 1988, 110, 7250-7252.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 7250-7252
-
-
Leblanc, B.F.1
Sheridan, R.S.2
-
51
-
-
85086526676
-
-
note
-
2> = 2.000.
-
-
-
-
53
-
-
0345491105
-
-
Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
-
(1988)
Phys. Rev. B
, vol.37
, pp. 785
-
-
Lee, C.1
Yang, W.2
Parr, R.G.3
-
55
-
-
16444375810
-
-
(b) Johnson, B. G.; Gill, P. M. W.; Pople, J. A. J. Chem. Phys. 1993, 98, 5612.
-
(1993)
J. Chem. Phys.
, vol.98
, pp. 5612
-
-
Johnson, B.G.1
Gill, P.M.W.2
Pople, J.A.3
-
56
-
-
0005104330
-
-
(c) Handy, N. C.; Murray, C. W.; Amos, R. D. J. Phys. Chem. 1993, 97, 4392.
-
(1993)
J. Phys. Chem.
, vol.97
, pp. 4392
-
-
Handy, N.C.1
Murray, C.W.2
Amos, R.D.3
-
57
-
-
33751157732
-
-
(d) Stephens, B. J.; Devlin, I. J.; Chabalowsky, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623.
-
(1994)
J. Phys. Chem.
, vol.98
, pp. 11623
-
-
Stephens, B.J.1
Devlin, I.J.2
Chabalowsky, C.F.3
Frisch, M.J.4
-
61
-
-
33751125757
-
-
(h) Martin, J. M. L.; El-Yazal, J.; François, J.-P. Chem. Phys. Lett. 1995, 242, 570.
-
(1995)
Chem. Phys. Lett.
, vol.242
, pp. 570
-
-
Martin, J.M.L.1
El-Yazal, J.2
François, J.-P.3
-
62
-
-
0004415256
-
-
Truttman, L.; Asmis, K. R.; Bally, T. J. Phys. Chem. 1995, 99, 17844.
-
(1995)
J. Phys. Chem.
, vol.99
, pp. 17844
-
-
Truttman, L.1
Asmis, K.R.2
Bally, T.3
-
63
-
-
0011083273
-
-
The scaling factor for harmonic frequencies computed using BLYP/6-31G* is 0.9945: Scott, A. P.; Radom, L. J. Phys. Chem. 1996, 100, 16502-16513.
-
(1996)
J. Phys. Chem.
, vol.100
, pp. 16502-16513
-
-
Scott, A.P.1
Radom, L.2
-
64
-
-
2442481958
-
-
(a) Peng, C.; Ayala, P. Y.; Schlegel, H. B.; Frisch, M. J. J. Comput. Chem. 1996, 17, 49-56.
-
(1996)
J. Comput. Chem.
, vol.17
, pp. 49-56
-
-
Peng, C.1
Ayala, P.Y.2
Schlegel, H.B.3
Frisch, M.J.4
-
68
-
-
0000533004
-
-
and references therein
-
The CCSD(T) acronym stands for coupled-cluster calculations accounting for all single and double substitutions (see e.g.: Bartlett, R. J. J. Phys. Chem. 1989, 93, 1697 and references therein) supplemented by a quasiperturbative account for triple excitations (Raghavachari, K.; Trucks, G. W.; Pople, J. A.; Head-Gordon, M. Chem. Phys. Lett. 1989, 157, 479).
-
(1989)
J. Phys. Chem.
, vol.93
, pp. 1697
-
-
Bartlett, R.J.1
-
69
-
-
0006244148
-
-
The CCSD(T) acronym stands for coupled-cluster calculations accounting for all single and double substitutions (see e.g.: Bartlett, R. J. J. Phys. Chem. 1989, 93, 1697 and references therein) supplemented by a quasiperturbative account for triple excitations (Raghavachari, K.; Trucks, G. W.; Pople, J. A.; Head-Gordon, M. Chem. Phys. Lett. 1989, 157, 479).
-
(1989)
Chem. Phys. Lett.
, vol.157
, pp. 479
-
-
Raghavachari, K.1
Trucks, G.W.2
Pople, J.A.3
Head-Gordon, M.4
-
70
-
-
0004035344
-
-
Langhoff, S. R., Ed.; Kluwer: Dordrecht
-
Extensive applications of the CCSD(T) method have demonstrated that this method consistently yields results very close to those obtained by full configuration interaction (cf.: Lee, T. J.; Scuseria, G. E. In Quantum Mechanical Electronic, Structure Calculations with Chemical Accuracy; Langhoff, S. R., Ed.; Kluwer: Dordrecht, 1995).
-
(1995)
Quantum Mechanical Electronic, Structure Calculations with Chemical Accuracy
-
-
Lee, T.J.1
Scuseria, G.E.2
-
72
-
-
4143095330
-
-
Kendall, R. A.; Dunning, T. H., Jr. Harrison, R. J. J. Chem. Phys. 1992, 96, 6796.
-
(1992)
J. Chem. Phys.
, vol.96
, pp. 6796
-
-
Kendall, R.A.1
Dunning Jr., T.H.2
Harrison, R.J.3
-
76
-
-
1542688357
-
-
The full complement of single-point energies for all species is available as Supporting Information
-
The full complement of single-point energies for all species is available as Supporting Information.
-
-
-
-
78
-
-
0000063192
-
-
Roos, B. O., Ed.; Springer-Verlag: Berlin
-
1 value less than 0.02 indicates that the system is well described by a single-reference wave function. However, for open-shell species, values as high as 0.04 may be acceptable (see Taylor, P. R. In Lecture Notes in Quantum Chemistry II; Roos, B. O., Ed.; Springer-Verlag: Berlin, 1994; pp 125-202).
-
(1994)
Lecture Notes in Quantum Chemistry II
, pp. 125-202
-
-
Taylor, P.R.1
-
79
-
-
0000196761
-
-
For a discussion of the CASSCF method, see: Roos, B. O. Adv. Chem. Phys. 1987, 69, 399-445.
-
(1987)
Adv. Chem. Phys.
, vol.69
, pp. 399-445
-
-
Roos, B.O.1
-
80
-
-
1542688354
-
-
note
-
11, and no better set of orbitals could be found.
-
-
-
-
81
-
-
0002406705
-
-
For a recent discussion of the importance of dynamic electron correlation in multireference methods, see: Borden, W. T.; Davidson, E. R. Acc. Chem. Res. 1996, 29, 67-75.
-
(1996)
Acc. Chem. Res.
, vol.29
, pp. 67-75
-
-
Borden, W.T.1
Davidson, E.R.2
-
82
-
-
0013004607
-
-
(a) Andersson, K.; Malmqvist, P.-Å., Roos, B. O.; Sadlej, A. J.; Wolinski, K. J. Phys. Chem. 1990, 94, 5483-5488.
-
(1990)
J. Phys. Chem.
, vol.94
, pp. 5483-5488
-
-
Andersson, K.1
Malmqvist, P.-Å.2
Roos, B.O.3
Sadlej, A.J.4
Wolinski, K.5
-
83
-
-
36448998619
-
-
(b) Andersson, K.; Malmqvist, P.-Å.; Roos, B. O. J. Chem. Phys. 1992, 96, 1218-1226.
-
(1992)
J. Chem. Phys.
, vol.96
, pp. 1218-1226
-
-
Andersson, K.1
Malmqvist, P.-Å.2
Roos, B.O.3
-
85
-
-
50849148587
-
-
Cramer, C. J.; Dulles, F.; Storer, J. W.; Worthington, S. E. Chem. Phys. Lett. 1994, 218, 387-394.
-
(1994)
Chem. Phys. Lett.
, vol.218
, pp. 387-394
-
-
Cramer, C.J.1
Dulles, F.2
Storer, J.W.3
Worthington, S.E.4
-
86
-
-
0004133516
-
-
Gaussian, Inc., Pittsburgh, PA
-
Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheesman, J. R.; Keith, T. A.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. Gaussian 94 (Revision C.2), Gaussian, Inc., Pittsburgh, PA, 1995.
-
(1995)
Gaussian 94 (Revision C.2)
-
-
Frisch, M.J.1
Trucks, G.W.2
Schlegel, H.B.3
Gill, P.M.W.4
Johnson, B.G.5
Robb, M.A.6
Cheesman, J.R.7
Keith, T.A.8
Petersson, G.A.9
Montgomery, J.A.10
Raghavachari, K.11
Al-Laham, M.A.12
Zakrzewski, V.G.13
Ortiz, J.V.14
Foresman, J.B.15
Cioslowski, J.16
Stefanov, B.B.17
Nanayakkara, A.18
Challacombe, M.19
Peng, C.Y.20
Ayala, P.Y.21
Chen, W.22
Wong, M.W.23
Andres, J.L.24
Replogle, E.S.25
Gomperts, R.26
Martin, R.L.27
Fox, D.J.28
Binkley, J.S.29
Defrees, D.J.30
Baker, J.31
Stewart, J.P.32
Head-Gordon, M.33
Gonzalez, C.34
Pople, J.A.35
more..
-
87
-
-
0003985620
-
-
University of Lund, Sweden
-
Andersson, K.; Blomberg, M. R. A.; Fülscher, M. P.; Kellö, V.; Lindh, R.; Malmqvist, P.-Å.; Noga, J.; Olsen, J.; Roos, B. O.; Sadlej, A. J.; Siegbahn, P. E. M.; Urban, M.; Widmark, P.-O. MOLCAS version 3, University of Lund, Sweden, 1994.
-
(1994)
MOLCAS Version 3
-
-
Andersson, K.1
Blomberg, M.R.A.2
Fülscher, M.P.3
Kellö, V.4
Lindh, R.5
Malmqvist, P.-Å.6
Noga, J.7
Olsen, J.8
Roos, B.O.9
Sadlej, A.J.10
Siegbahn, P.E.M.11
Urban, M.12
Widmark, P.-O.13
-
89
-
-
0001283395
-
-
Abramovitch, R. A., Ed.; Plenum: New York, chapter 5
-
For reviews of bridgehead double bonds, see: (a) Szeimies, G. In Reactive Intermediates; Abramovitch, R. A., Ed.; Plenum: New York, 1983; Vol. 3, chapter 5. (b) Warner, P. M. Chem. Rev. 1989, 89, 1067-1093.
-
(1983)
Reactive Intermediates
, vol.3
-
-
Szeimies, G.1
-
90
-
-
0001283395
-
-
For reviews of bridgehead double bonds, see: (a) Szeimies, G. In Reactive Intermediates; Abramovitch, R. A., Ed.; Plenum: New York, 1983; Vol. 3, chapter 5. (b) Warner, P. M. Chem. Rev. 1989, 89, 1067-1093.
-
(1989)
Chem. Rev.
, vol.89
, pp. 1067-1093
-
-
Warner, P.M.1
-
91
-
-
33845185314
-
-
For a review of pyramidalized alkenes, see: Borden, W. T. Chem. Rev. 1989, 89, 1095-1109.
-
(1989)
Chem. Rev.
, vol.89
, pp. 1095-1109
-
-
Borden, W.T.1
-
92
-
-
0004232305
-
-
Plenum: New York
-
The triplet energies for cyclopentadiene and trans-hexa-1,3,5-triene are 58.3 and 47.5 kcal/mol, respectively. See: Cowan, D. O.; Drisko, R. L. Elements of Organic Photochemistry; Plenum: New York, 1976; p 226.
-
(1976)
Elements of Organic Photochemistry
, pp. 226
-
-
Cowan, D.O.1
Drisko, R.L.2
-
93
-
-
0001151072
-
-
Sander, W.; Bucher, G.; Wierlacher, S. Chem. Rev. 1993, 93, 1583-1621.
-
(1993)
Chem. Rev.
, vol.93
, pp. 1583-1621
-
-
Sander, W.1
Bucher, G.2
Wierlacher, S.3
-
94
-
-
0000361968
-
-
(a) Honjou, N.; Pacansky, J.; Yoshimine, M. J. Am. Chem. Soc. 1984, 106, 5361-5363.
-
(1984)
J. Am. Chem. Soc.
, vol.106
, pp. 5361-5363
-
-
Honjou, N.1
Pacansky, J.2
Yoshimine, M.3
-
95
-
-
33845377199
-
-
(b) Honjou, N.; Pacansky, J.; Yoshimine, M. J. Am. Chem. Soc. 1985, 107, 5332-5341.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 5332-5341
-
-
Honjou, N.1
Pacansky, J.2
Yoshimine, M.3
-
96
-
-
0000899668
-
-
(c) Yoshimine, M.; Pacansky, J.; Honjou, N. J. Am. Chem. Soc. 1989, 111, 2785-2798.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 2785-2798
-
-
Yoshimine, M.1
Pacansky, J.2
Honjou, N.3
-
97
-
-
0000957361
-
-
(d) Yoshimine, M.; Pacansky, J.; Honjou, N. J. Am. Chem. Soc. 1989, 111, 4198-4209.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 4198-4209
-
-
Yoshimine, M.1
Pacansky, J.2
Honjou, N.3
-
98
-
-
0001633396
-
-
Amman, R. S.; Subramanian, R.; Sheridan, R. S. J. Am. Chem. Soc. 1992, 114, 7592-7594.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 7592-7594
-
-
Amman, R.S.1
Subramanian, R.2
Sheridan, R.S.3
-
99
-
-
0001440236
-
-
Morgan, S.; Modarelli, D. A.; Platz, M. S. J. Am. Chem. Soc. 1992, 114, 7034-7041.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 7034-7041
-
-
Morgan, S.1
Modarelli, D.A.2
Platz, M.S.3
-
100
-
-
33748232814
-
-
Bally, T.; Matzinger, S.; Truttman, L.; Platz, M. S.; Morgan, S. Angew. Chem., Int. Ed. Engl. 1994, 33, 1964-1966.
-
(1994)
Angew. Chem., Int. Ed. Engl.
, vol.33
, pp. 1964-1966
-
-
Bally, T.1
Matzinger, S.2
Truttman, L.3
Platz, M.S.4
Morgan, S.5
-
101
-
-
0006234766
-
-
Wasserman, E.; Barash, L.; Trozzolo, A. M.; Murray, R. W.; Yager, W. A. J. Am. Chem. Soc. 1964, 86, 2304-2305.
-
(1964)
J. Am. Chem. Soc.
, vol.86
, pp. 2304-2305
-
-
Wasserman, E.1
Barash, L.2
Trozzolo, A.M.3
Murray, R.W.4
Yager, W.A.5
-
103
-
-
0000448891
-
-
(a) McMahon, R. J.; Chapman, O. L.; Hayes, R. A.; Hess, T. C.; Krimmer, H.-P. J. Am. Chem. Soc. 1985, 107, 7597-7606.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 7597-7606
-
-
McMahon, R.J.1
Chapman, O.L.2
Hayes, R.A.3
Hess, T.C.4
Krimmer, H.-P.5
-
104
-
-
1542793627
-
-
Ph.D. Dissertation, University of California, Los Angeles
-
(b) Abelt, C. J. Ph.D. Dissertation, University of California, Los Angeles, 1983.
-
(1983)
-
-
Abelt, C.J.1
-
105
-
-
37049089994
-
-
Marata, S.; Yamamoto, T.; Tomioka, H.; Lee, H.; Kim, H.-R.; Yabe, A. J. Chem. Soc., Chem. Commun. 1990, 1258-1260.
-
(1990)
J. Chem. Soc., Chem. Commun.
, pp. 1258-1260
-
-
Marata, S.1
Yamamoto, T.2
Tomioka, H.3
Lee, H.4
Kim, H.-R.5
Yabe, A.6
-
106
-
-
0006179015
-
-
Collins, C. L.; Davy, R. D.; Schaefer, H. F. Chem. Phys. Lett. 1990, 171, 259-264.
-
(1990)
Chem. Phys. Lett.
, vol.171
, pp. 259-264
-
-
Collins, C.L.1
Davy, R.D.2
Schaefer, H.F.3
-
107
-
-
33845183891
-
-
For a review of strained cyclic cumulenes, see: Johnson, P. R. Chem. Rev. 1989, 89, 1111-1124. See also: Tolbert, L. M.; Islam, Md. N.; Johnson, P. R.; Loiselle, P. M.; Shakespeare, W. C. J. Am. Chem. Soc. 1990, 112, 6416-6417.
-
(1989)
Chem. Rev.
, vol.89
, pp. 1111-1124
-
-
Johnson, P.R.1
-
108
-
-
0000566839
-
-
For a review of strained cyclic cumulenes, see: Johnson, P. R. Chem. Rev. 1989, 89, 1111-1124. See also: Tolbert, L. M.; Islam, Md. N.; Johnson, P. R.; Loiselle, P. M.; Shakespeare, W. C. J. Am. Chem. Soc. 1990, 112, 6416-6417.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 6416-6417
-
-
Tolbert, L.M.1
Islam, Md.N.2
Johnson, P.R.3
Loiselle, P.M.4
Shakespeare, W.C.5
-
109
-
-
0001529056
-
-
Angus, R. O.; Schmidt, M. W.; Johnson, R. P. J. Am. Chem. Soc. 1985, 107, 532-537.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 532-537
-
-
Angus, R.O.1
Schmidt, M.W.2
Johnson, R.P.3
-
110
-
-
84985609256
-
-
Wentrup, C.; Gross, G.; Maquestiau, A.; Flammang, R. Angew. Chem., Int. Ed. Engl. 1983, 22, 542.
-
(1983)
Angew. Chem., Int. Ed. Engl.
, vol.22
, pp. 542
-
-
Wentrup, C.1
Gross, G.2
Maquestiau, A.3
Flammang, R.4
-
111
-
-
1542793629
-
-
note
-
We note some differences between the structure and energy for cycloheptatetraene (4) reported here and in our earlier report due to the fact that the latter was optimized using Gausian 92/DFT. The default grid used for density functional methods in Gaussian 94 is finer than the grid used in Gaussian 92/DFT. Using the defaults in both packages will result in minor differences in optimized geometries and energies.
-
-
-
-
112
-
-
85086526067
-
-
note
-
6 isomers, relative to cycloheptatetraene, than G2 calculations. We speculate that this situation may arise because the BLYP energy of cycloheptatetraene is anomalously low.
-
-
-
-
113
-
-
85086526952
-
-
note
-
11 is in good agreement with experimental and computational studies of 1,5-H migration reactions.
-
-
-
-
115
-
-
33748960439
-
-
(a) Houk, K. N.; Li, Y.; Evanseck, J. D. Angew. Chem., Int. Ed. Engl. 1992, 31, 682-708.
-
(1992)
Angew. Chem., Int. Ed. Engl.
, vol.31
, pp. 682-708
-
-
Houk, K.N.1
Li, Y.2
Evanseck, J.D.3
-
117
-
-
0029992211
-
-
For leading references, see: (a) Bonneau, R.; Liu, M. T. H.; Kim, K. C.; Goodman, J. L. J. Am. Chem. Soc. 1996, 118, 3829-3837. (b) Platz, M. S.; Modarelli, D. A.; Morgan, S.; White, W. R.; Mullins, M.; Çelebi, S.; Toscano, J. R. Prog. React. Kinet. 1994, 19, 93-137. (c) Dix, E. J.; Herman, M. S.; Goodman, J. L. J. Am. Chem. Soc. 1993, 115, 10424-10425. Miller, D. M.; Schreiner, P. R.; Schaefer, H. F. J. Am. Chem. Soc. 1995, 117, 4137-4143.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 3829-3837
-
-
Bonneau, R.1
Liu, M.T.H.2
Kim, K.C.3
Goodman, J.L.4
-
118
-
-
0002216993
-
-
For leading references, see: (a) Bonneau, R.; Liu, M. T. H.; Kim, K. C.; Goodman, J. L. J. Am. Chem. Soc. 1996, 118, 3829-3837. (b) Platz, M. S.; Modarelli, D. A.; Morgan, S.; White, W. R.; Mullins, M.; Çelebi, S.; Toscano, J. R. Prog. React. Kinet. 1994, 19, 93-137. (c) Dix, E. J.; Herman, M. S.; Goodman, J. L. J. Am. Chem. Soc. 1993, 115, 10424-10425. Miller, D. M.; Schreiner, P. R.; Schaefer, H. F. J. Am. Chem. Soc. 1995, 117, 4137-4143.
-
(1994)
Prog. React. Kinet.
, vol.19
, pp. 93-137
-
-
Platz, M.S.1
Modarelli, D.A.2
Morgan, S.3
White, W.R.4
Mullins, M.5
Çelebi, S.6
Toscano, J.R.7
-
119
-
-
0000057159
-
-
For leading references, see: (a) Bonneau, R.; Liu, M. T. H.; Kim, K. C.; Goodman, J. L. J. Am. Chem. Soc. 1996, 118, 3829-3837. (b) Platz, M. S.; Modarelli, D. A.; Morgan, S.; White, W. R.; Mullins, M.; Çelebi, S.; Toscano, J. R. Prog. React. Kinet. 1994, 19, 93-137. (c) Dix, E. J.; Herman, M. S.; Goodman, J. L. J. Am. Chem. Soc. 1993, 115, 10424-10425. Miller, D. M.; Schreiner, P. R.; Schaefer, H. F. J. Am. Chem. Soc. 1995, 117, 4137-4143.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 10424-10425
-
-
Dix, E.J.1
Herman, M.S.2
Goodman, J.L.3
-
120
-
-
0029292676
-
-
For leading references, see: (a) Bonneau, R.; Liu, M. T. H.; Kim, K. C.; Goodman, J. L. J. Am. Chem. Soc. 1996, 118, 3829-3837. (b) Platz, M. S.; Modarelli, D. A.; Morgan, S.; White, W. R.; Mullins, M.; Çelebi, S.; Toscano, J. R. Prog. React. Kinet. 1994, 19, 93-137. (c) Dix, E. J.; Herman, M. S.; Goodman, J. L. J. Am. Chem. Soc. 1993, 115, 10424-10425. Miller, D. M.; Schreiner, P. R.; Schaefer, H. F. J. Am. Chem. Soc. 1995, 117, 4137-4143.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 4137-4143
-
-
Miller, D.M.1
Schreiner, P.R.2
Schaefer, H.F.3
-
121
-
-
33751391630
-
-
For recent examples of concurrent nitrogen loss and bond migration, see: (a) White, W. R.; Platz, M. S. J. Org. Chem. 1992, 57, 2841-2846. (b) Modarelli, D. A.; Morgan, S.; Platz, M. S. J. Am. Chem. Soc. 1992, 114, 7034-7041. (c) Çelebi, S.; Leyva, S.; Modarelli, D. A.; Platz, M. S. J. Am. Chem. Soc. 1993, 115, 8613-8620.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 2841-2846
-
-
White, W.R.1
Platz, M.S.2
-
122
-
-
0001440236
-
-
For recent examples of concurrent nitrogen loss and bond migration, see: (a) White, W. R.; Platz, M. S. J. Org. Chem. 1992, 57, 2841-2846. (b) Modarelli, D. A.; Morgan, S.; Platz, M. S. J. Am. Chem. Soc. 1992, 114, 7034-7041. (c) Çelebi, S.; Leyva, S.; Modarelli, D. A.; Platz, M. S. J. Am. Chem. Soc. 1993, 115, 8613-8620.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 7034-7041
-
-
Modarelli, D.A.1
Morgan, S.2
Platz, M.S.3
-
123
-
-
0001179365
-
-
For recent examples of concurrent nitrogen loss and bond migration, see: (a) White, W. R.; Platz, M. S. J. Org. Chem. 1992, 57, 2841-2846. (b) Modarelli, D. A.; Morgan, S.; Platz, M. S. J. Am. Chem. Soc. 1992, 114, 7034-7041. (c) Çelebi, S.; Leyva, S.; Modarelli, D. A.; Platz, M. S. J. Am. Chem. Soc. 1993, 115, 8613-8620.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 8613-8620
-
-
Çelebi, S.1
Leyva, S.2
Modarelli, D.A.3
Platz, M.S.4
-
125
-
-
1542688344
-
-
Pittsburgh, PA, Oct 5
-
(b) Pople, J. A. Symposium on Theoretical organic Chemistry, 25th Central Regional Meeting of the American Chemical Society, Pittsburgh, PA, Oct 5, 1993.
-
(1993)
Symposium on Theoretical Organic Chemistry, 25th Central Regional Meeting of the American Chemical Society
-
-
Pople, J.A.1
-
127
-
-
0001206228
-
-
For examples that illustrate the limitations of DFT methods in computing transition states, see: (a) Gronert, S.; Merrill G. L.; Kass, S. R. J. Org. Chem. 1995, 60, 488. (b) Johnson, B. G. Chem. Phys. Lett. 1994, 221, 100.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 488
-
-
Gronert, S.1
Merrill, G.L.2
Kass, S.R.3
-
128
-
-
0001847037
-
-
For examples that illustrate the limitations of DFT methods in computing transition states, see: (a) Gronert, S.; Merrill G. L.; Kass, S. R. J. Org. Chem. 1995, 60, 488. (b) Johnson, B. G. Chem. Phys. Lett. 1994, 221, 100.
-
(1994)
Chem. Phys. Lett.
, vol.221
, pp. 100
-
-
Johnson, B.G.1
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