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Volumn 61, Issue 20, 1996, Pages 7022-7029

Interconversions of phenylcarbene, cycloheptatetraene, fulvenallene, and benzocyclopropene. A theoretical study of the C7H6 energy surface

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EID: 0001697665     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960806a     Document Type: Article
Times cited : (148)

References (91)
  • 8
    • 0004231256 scopus 로고
    • 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
  • 10
    • 0000430416 scopus 로고
    • Abramovitch, R. A., Ed.; Plenum: New York, Chapter 4
    • (d) Wentrup, C. In Reactive Intermediates; Abramovitch, R. A., Ed.; Plenum: New York, 1980; Vol. 1, Chapter 4, pp 263-319.
    • (1980) Reactive Intermediates , vol.1 , pp. 263-319
    • Wentrup, C.1
  • 12
    • 0002464723 scopus 로고
    • Scriven, R. F. C., Ed.; Academic: New York, Chapter 8
    • (f) Wentrup, C. In Azides and Nitrenes; Scriven, R. F. C., Ed.; Academic: New York, 1984; Chapter 8, pp 395-432.
    • (1984) Azides and Nitrenes , pp. 395-432
    • Wentrup, C.1
  • 24
    • 85088076977 scopus 로고    scopus 로고
    • note
    • 13e,f
  • 30
    • 0000885657 scopus 로고
    • See also (b) Billups, W. E.; Reed, L. E.; Casserly, E. W.; Lin, L. P.; J. Org. Chem. 1981, 46, 1326 (c) Billups, W. E.; Lin, L. P.; Chow, W. Y.; J. Am. Chem. Soc. 1974, 96, 4026 (d) Mykytka, J. P.; Jones, W. M.; J. Am. Chem. Soc. 1975, 97, 5933. (e) Halton, B.; Officer, D. L. Aust. J. Chem. 1983, 36, 1167.
    • (1981) J. Org. Chem. , vol.46 , pp. 1326
    • Billups, W.E.1    Reed, L.E.2    Casserly, E.W.3    Lin, L.P.4
  • 31
    • 1842321064 scopus 로고
    • See also (b) Billups, W. E.; Reed, L. E.; Casserly, E. W.; Lin, L. P.; J. Org. Chem. 1981, 46, 1326 (c) Billups, W. E.; Lin, L. P.; Chow, W. Y.; J. Am. Chem. Soc. 1974, 96, 4026 (d) Mykytka, J. P.; Jones, W. M.; J. Am. Chem. Soc. 1975, 97, 5933. (e) Halton, B.; Officer, D. L. Aust. J. Chem. 1983, 36, 1167.
    • (1974) J. Am. Chem. Soc. , vol.96 , pp. 4026
    • Billups, W.E.1    Lin, L.P.2    Chow, W.Y.3
  • 32
    • 0346195074 scopus 로고
    • See also (b) Billups, W. E.; Reed, L. E.; Casserly, E. W.; Lin, L. P.; J. Org. Chem. 1981, 46, 1326 (c) Billups, W. E.; Lin, L. P.; Chow, W. Y.; J. Am. Chem. Soc. 1974, 96, 4026 (d) Mykytka, J. P.; Jones, W. M.; J. Am. Chem. Soc. 1975, 97, 5933. (e) Halton, B.; Officer, D. L. Aust. J. Chem. 1983, 36, 1167.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 5933
    • Mykytka, J.P.1    Jones, W.M.2
  • 33
    • 84970583203 scopus 로고
    • See also (b) Billups, W. E.; Reed, L. E.; Casserly, E. W.; Lin, L. P.; J. Org. Chem. 1981, 46, 1326 (c) Billups, W. E.; Lin, L. P.; Chow, W. Y.; J. Am. Chem. Soc. 1974, 96, 4026 (d) Mykytka, J. P.; Jones, W. M.; J. Am. Chem. Soc. 1975, 97, 5933. (e) Halton, B.; Officer, D. L. Aust. J. Chem. 1983, 36, 1167.
    • (1983) Aust. J. Chem. , vol.36 , pp. 1167
    • Halton, B.1    Officer, D.L.2
  • 38
    • 0001328124 scopus 로고
    • Moss, R. A.; Jones, M., Jr., Eds.; Wiley: New York
    • (a) Trozzolo, A. M.; Wasserman, E. In Carbenes; Moss, R. A.; Jones, M., Jr., Eds.; Wiley: New York, 1975; Vol. 2, pp 185-206.
    • (1975) Carbenes , vol.2 , pp. 185-206
    • Trozzolo, A.M.1    Wasserman, E.2
  • 40
    • 0001156151 scopus 로고
    • See also ref. 10b
    • (c) Higuchi, J. J. Chem. Phys. 1963, 39, 1339. See also ref. 10b.
    • (1963) J. Chem. Phys. , vol.39 , pp. 1339
    • Higuchi, J.1
  • 46
    • 3643087849 scopus 로고
    • PhD Thesis, The University of Queensland
    • Blanch, R. J. PhD Thesis, The University of Queensland, 1991.
    • (1991)
    • Blanch, R.J.1
  • 47
    • 3643065885 scopus 로고
    • Personal communication
    • McMahon, R. J. Personal communication, 1995.
    • (1995)
    • McMahon, R.J.1
  • 57
    • 0000769843 scopus 로고
    • and ref 33
    • (b) For bicyclo[3.2.0]hepta-3,6-dien-1-ylidene and its rearrangement to 4, see Chapman, O. L.; Abelt, C. J. J. Org. Chem. 1987, 52, 1218 and ref 33. (c) For bicyclo[3.2.0]hepta-1,4,6-triene, see D'Amore, M. B.; Bergman, R. E. J. Chem. Soc., Chem. Commun. 1972, 49.
    • (1987) J. Org. Chem. , vol.52 , pp. 1218
    • Chapman, O.L.1    Abelt, C.J.2
  • 58
    • 37049124622 scopus 로고
    • (b) For bicyclo[3.2.0]hepta-3,6-dien-1-ylidene and its rearrangement to 4, see Chapman, O. L.; Abelt, C. J. J. Org. Chem. 1987, 52, 1218 and ref 33. (c) For bicyclo[3.2.0]hepta-1,4,6-triene, see D'Amore, M. B.; Bergman, R. E. J. Chem. Soc., Chem. Commun. 1972, 49.
    • (1972) J. Chem. Soc., Chem. Commun. , pp. 49
    • D'Amore, M.B.1    Bergman, R.E.2
  • 66
    • 0003569570 scopus 로고
    • Oxford University Press: New York
    • For reviews, see (a) Parr, R. G.; Yang, W. Density Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989. (b) Jones, R. O.; Gunnarsson, O. Rev. Mod. Phys. 1990, 61, 689. (c) Ziegler, T. Chem. Rev. 1991, 91, 651 (d) Density Functional Methods; Labanowski, J., Andzelm, J., Eds.; Springer: Berlin, 1991.
    • (1989) Density Functional Theory of Atoms and Molecules
    • Parr, R.G.1    Yang, W.2
  • 67
    • 51149210200 scopus 로고
    • For reviews, see (a) Parr, R. G.; Yang, W. Density Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989. (b) Jones, R. O.; Gunnarsson, O. Rev. Mod. Phys. 1990, 61, 689. (c) Ziegler, T. Chem. Rev. 1991, 91, 651 (d) Density Functional Methods; Labanowski, J., Andzelm, J., Eds.; Springer: Berlin, 1991.
    • (1990) Rev. Mod. Phys. , vol.61 , pp. 689
    • Jones, R.O.1    Gunnarsson, O.2
  • 68
    • 0344791553 scopus 로고
    • For reviews, see (a) Parr, R. G.; Yang, W. Density Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989. (b) Jones, R. O.; Gunnarsson, O. Rev. Mod. Phys. 1990, 61, 689. (c) Ziegler, T. Chem. Rev. 1991, 91, 651 (d) Density Functional Methods; Labanowski, J., Andzelm, J., Eds.; Springer: Berlin, 1991.
    • (1991) Chem. Rev. , vol.91 , pp. 651
    • Ziegler, T.1
  • 69
    • 0003442182 scopus 로고
    • Springer: Berlin
    • For reviews, see (a) Parr, R. G.; Yang, W. Density Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989. (b) Jones, R. O.; Gunnarsson, O. Rev. Mod. Phys. 1990, 61, 689. (c) Ziegler, T. Chem. Rev. 1991, 91, 651 (d) Density Functional Methods; Labanowski, J., Andzelm, J., Eds.; Springer: Berlin, 1991.
    • (1991) Density Functional Methods
    • Labanowski, J.1    Andzelm, J.2
  • 85
    • 3643108605 scopus 로고    scopus 로고
    • note
    • These open-shell systems cannot be calculated by the single-configuration methods employed in this study. Further work is required to provide a definitive answer as to the stability of the open-shell singlet of cycloheptatrienylidene.
  • 87
    • 85088076080 scopus 로고    scopus 로고
    • note
    • -1, Table 1). We believe the UHF/6-31G* calculated frequencies are very poor because of spin contamination problem, and the zero-point energies for these closely related species should have similar values.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.