메뉴 건너뛰기




Volumn 53, Issue 39, 1997, Pages 13285-13294

A theoretical study of acetylene, ethylene, and cyclopropene additions to benzo[b]- and benzo[c]-fused heterocycles

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; BENZENE DERIVATIVE; ETHYLENE; HETEROCYCLIC COMPOUND; PROPYLENE;

EID: 0030817546     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00867-3     Document Type: Article
Times cited : (24)

References (42)
  • 1
    • 37049074454 scopus 로고
    • Jursic, B. S. J. Chem. Soc. Perkin Trans. 2 1995, 1217; Jursic, B. S. Can. J. Chem. 1996, 74, 114; Jursic, B. S. J. Heterocyclic Chem. 1996, 33, 1079; Jursic, B. S. J. Mol. Struct. (Theochem) in press.
    • (1995) J. Chem. Soc. Perkin Trans. 2 , pp. 1217
    • Jursic, B.S.1
  • 2
    • 0010858732 scopus 로고    scopus 로고
    • Jursic, B. S. J. Chem. Soc. Perkin Trans. 2 1995, 1217; Jursic, B. S. Can. J. Chem. 1996, 74, 114; Jursic, B. S. J. Heterocyclic Chem. 1996, 33, 1079; Jursic, B. S. J. Mol. Struct. (Theochem) in press.
    • (1996) Can. J. Chem. , vol.74 , pp. 114
    • Jursic, B.S.1
  • 3
    • 0000096991 scopus 로고    scopus 로고
    • Jursic, B. S. J. Chem. Soc. Perkin Trans. 2 1995, 1217; Jursic, B. S. Can. J. Chem. 1996, 74, 114; Jursic, B. S. J. Heterocyclic Chem. 1996, 33, 1079; Jursic, B. S. J. Mol. Struct. (Theochem) in press.
    • (1996) J. Heterocyclic Chem. , vol.33 , pp. 1079
    • Jursic, B.S.1
  • 4
    • 0343375252 scopus 로고    scopus 로고
    • in press
    • Jursic, B. S. J. Chem. Soc. Perkin Trans. 2 1995, 1217; Jursic, B. S. Can. J. Chem. 1996, 74, 114; Jursic, B. S. J. Heterocyclic Chem. 1996, 33, 1079; Jursic, B. S. J. Mol. Struct. (Theochem) in press.
    • J. Mol. Struct. (Theochem)
    • Jursic, B.S.1
  • 7
    • 0000335819 scopus 로고
    • Fieser, L. F.; Haddadin, M. J. J. Am. Chem. Soc. 1964, 86, 2081; Fieser, L. F.; Haddadin, M. J. Can. J. Chem. 1965, 43, 1599.
    • (1965) Can. J. Chem. , vol.43 , pp. 1599
    • Fieser, L.F.1    Haddadin, M.J.2
  • 10
    • 0342505663 scopus 로고    scopus 로고
    • MOPAC version 6.0. Quantum Chemistry Program Exchange (QCPE), Program No. 455, 1990
    • MOPAC version 6.0. Quantum Chemistry Program Exchange (QCPE), Program No. 455, 1990.
  • 12
    • 0000189651 scopus 로고
    • Becke, A. D. J. Chem. Phys. 1993, 98, 5648; Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
    • (1993) J. Chem. Phys. , vol.98 , pp. 5648
    • Becke, A.D.1
  • 17
    • 0343375244 scopus 로고    scopus 로고
    • submitted
    • Jursic, B. S. J. Org. Chem. submitted; Jursic, B. S. Tetrahedron submitted.
    • Tetrahedron
    • Jursic, B.S.1
  • 18
    • 0000062558 scopus 로고    scopus 로고
    • For recent review about controversy regarding aromaticity see: Glukhovtsev, M. J. Chem. Ed. 1997, 74, 132.
    • (1997) J. Chem. Ed. , vol.74 , pp. 132
    • Glukhovtsev, M.1
  • 19
    • 0000959473 scopus 로고
    • Fukui, K.; Fojimoto, H. Bull. Chem. Soc. Japan 1967, 40, 2018; Fukui, K.; Fujimoto, H. Bull. Chem. Soc. Japan 1969, 42, 3399; Fukui, K. Fortschr. Chem. Forsch. 1970, 15, 1; Fukui, K. Acc. Chem. Res. 1971, 4, 57; Houk, K. Acc. Chem. Res. 1971, 8, 361; Fukui, K. Angew. Chem. Int. Ed. Engl. 1982, 21, 801; Fleming, I. Frontier Orbitals and Organic Chemical Reactions, Wiley: London, 1976, Chap. 4.
    • (1967) Bull. Chem. Soc. Japan , vol.40 , pp. 2018
    • Fukui, K.1    Fojimoto, H.2
  • 20
    • 0000357322 scopus 로고
    • Fukui, K.; Fojimoto, H. Bull. Chem. Soc. Japan 1967, 40, 2018; Fukui, K.; Fujimoto, H. Bull. Chem. Soc. Japan 1969, 42, 3399; Fukui, K. Fortschr. Chem. Forsch. 1970, 15, 1; Fukui, K. Acc. Chem. Res. 1971, 4, 57; Houk, K. Acc. Chem. Res. 1971, 8, 361; Fukui, K. Angew. Chem. Int. Ed. Engl. 1982, 21, 801; Fleming, I. Frontier Orbitals and Organic Chemical Reactions, Wiley: London, 1976, Chap. 4.
    • (1969) Bull. Chem. Soc. Japan , vol.42 , pp. 3399
    • Fukui, K.1    Fujimoto, H.2
  • 21
    • 0002170240 scopus 로고
    • Fukui, K.; Fojimoto, H. Bull. Chem. Soc. Japan 1967, 40, 2018; Fukui, K.; Fujimoto, H. Bull. Chem. Soc. Japan 1969, 42, 3399; Fukui, K. Fortschr. Chem. Forsch. 1970, 15, 1; Fukui, K. Acc. Chem. Res. 1971, 4, 57; Houk, K. Acc. Chem. Res. 1971, 8, 361; Fukui, K. Angew. Chem. Int. Ed. Engl. 1982, 21, 801; Fleming, I. Frontier Orbitals and Organic Chemical Reactions, Wiley: London, 1976, Chap. 4.
    • (1970) Fortschr. Chem. Forsch. , vol.15 , pp. 1
    • Fukui, K.1
  • 22
    • 0002313438 scopus 로고
    • Fukui, K.; Fojimoto, H. Bull. Chem. Soc. Japan 1967, 40, 2018; Fukui, K.; Fujimoto, H. Bull. Chem. Soc. Japan 1969, 42, 3399; Fukui, K. Fortschr. Chem. Forsch. 1970, 15, 1; Fukui, K. Acc. Chem. Res. 1971, 4, 57; Houk, K. Acc. Chem. Res. 1971, 8, 361; Fukui, K. Angew. Chem. Int. Ed. Engl. 1982, 21, 801; Fleming, I. Frontier Orbitals and Organic Chemical Reactions, Wiley: London, 1976, Chap. 4.
    • (1971) Acc. Chem. Res. , vol.4 , pp. 57
    • Fukui, K.1
  • 23
    • 0346888810 scopus 로고
    • Fukui, K.; Fojimoto, H. Bull. Chem. Soc. Japan 1967, 40, 2018; Fukui, K.; Fujimoto, H. Bull. Chem. Soc. Japan 1969, 42, 3399; Fukui, K. Fortschr. Chem. Forsch. 1970, 15, 1; Fukui, K. Acc. Chem. Res. 1971, 4, 57; Houk, K. Acc. Chem. Res. 1971, 8, 361; Fukui, K. Angew. Chem. Int. Ed. Engl. 1982, 21, 801; Fleming, I. Frontier Orbitals and Organic Chemical Reactions, Wiley: London, 1976, Chap. 4.
    • (1971) Acc. Chem. Res. , vol.8 , pp. 361
    • Houk, K.1
  • 24
    • 84985502129 scopus 로고
    • Fukui, K.; Fojimoto, H. Bull. Chem. Soc. Japan 1967, 40, 2018; Fukui, K.; Fujimoto, H. Bull. Chem. Soc. Japan 1969, 42, 3399; Fukui, K. Fortschr. Chem. Forsch. 1970, 15, 1; Fukui, K. Acc. Chem. Res. 1971, 4, 57; Houk, K. Acc. Chem. Res. 1971, 8, 361; Fukui, K. Angew. Chem. Int. Ed. Engl. 1982, 21, 801; Fleming, I. Frontier Orbitals and Organic Chemical Reactions, Wiley: London, 1976, Chap. 4.
    • (1982) Angew. Chem. Int. Ed. Engl. , vol.21 , pp. 801
    • Fukui, K.1
  • 25
    • 0003787137 scopus 로고
    • Wiley: London, Chap. 4
    • Fukui, K.; Fojimoto, H. Bull. Chem. Soc. Japan 1967, 40, 2018; Fukui, K.; Fujimoto, H. Bull. Chem. Soc. Japan 1969, 42, 3399; Fukui, K. Fortschr. Chem. Forsch. 1970, 15, 1; Fukui, K. Acc. Chem. Res. 1971, 4, 57; Houk, K. Acc. Chem. Res. 1971, 8, 361; Fukui, K. Angew. Chem. Int. Ed. Engl. 1982, 21, 801; Fleming, I. Frontier Orbitals and Organic Chemical Reactions, Wiley: London, 1976, Chap. 4.
    • (1976) Frontier Orbitals and Organic Chemical Reactions
    • Fleming, I.1
  • 28
    • 0000250692 scopus 로고    scopus 로고
    • Computing transition state structures with density functional theory methods
    • Seminario, J. H. Ed.; Elsevier, Amsterdam
    • For procedures and discussion how to obtain the transition state structures see: Jursic, B. S. Computing Transition State Structures with Density Functional Theory Methods, IN: Recent Developments and Applications of Modern Density Functional Theory, Seminario, J. H. Ed.; Elsevier, Amsterdam, 1996, p742; Jursic, B. S. J. Chem. Ed. submitted.
    • (1996) Recent Developments and Applications of Modern Density Functional Theory , pp. 742
    • Jursic, B.S.1
  • 29
    • 0042937920 scopus 로고    scopus 로고
    • submitted
    • For procedures and discussion how to obtain the transition state structures see: Jursic, B. S. Computing Transition State Structures with Density Functional Theory Methods, IN: Recent Developments and Applications of Modern Density Functional Theory, Seminario, J. H. Ed.; Elsevier, Amsterdam, 1996, p742; Jursic, B. S. J. Chem. Ed. submitted.
    • J. Chem. Ed.
    • Jursic, B.S.1
  • 31
    • 84981890433 scopus 로고
    • and references therein
    • For example see: M. J. S. Dewar, The Molecular Orbital Theory of Organic Chemistry, McGraw-Hill: New York, 1969; M. J. S. Dewar, Angew. Chem. Int. Ed. Engl. 1971, 10, 761 and references therein.
    • (1971) Angew. Chem. Int. Ed. Engl. , vol.10 , pp. 761
    • Dewar, M.J.S.1
  • 32
    • 0031584929 scopus 로고    scopus 로고
    • and references therein
    • Jursic, B. S. Tetrahedron Lett. 1997, 38, 1305 and references therein.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 1305
    • Jursic, B.S.1
  • 33
    • 0000203221 scopus 로고
    • J.E.
    • For discussion about mechanism of Diels-Alder retains see: J. E. Eksterowicz, J. E.; Houk, K. N. Chem. Rev. 1993, 93, 2439; Houk, K. N.; Li, Y.; Evanseck, J. D. Angew. Chem. Int. Ed. Engl. 1992, 31, 682; Houk, K. N.; Gonzalez, J.; Li, Y. Acc. Chem. Res. 1995, 28, 81 and references therein.
    • (1993) Chem. Rev. , vol.93 , pp. 2439
    • Eksterowicz, J.E.1    Houk, K.N.2
  • 34
    • 33748960439 scopus 로고
    • For discussion about mechanism of Diels-Alder retains see: J. E. Eksterowicz, J. E.; Houk, K. N. Chem. Rev. 1993, 93, 2439; Houk, K. N.; Li, Y.; Evanseck, J. D. Angew. Chem. Int. Ed. Engl. 1992, 31, 682; Houk, K. N.; Gonzalez, J.; Li, Y. Acc. Chem. Res. 1995, 28, 81 and references therein.
    • (1992) Angew. Chem. Int. Ed. Engl. , vol.31 , pp. 682
    • Houk, K.N.1    Li, Y.2    Evanseck, J.D.3
  • 35
    • 0002549529 scopus 로고
    • and references therein
    • For discussion about mechanism of Diels-Alder retains see: J. E. Eksterowicz, J. E.; Houk, K. N. Chem. Rev. 1993, 93, 2439; Houk, K. N.; Li, Y.; Evanseck, J. D. Angew. Chem. Int. Ed. Engl. 1992, 31, 682; Houk, K. N.; Gonzalez, J.; Li, Y. Acc. Chem. Res. 1995, 28, 81 and references therein.
    • (1995) Acc. Chem. Res. , vol.28 , pp. 81
    • Houk, K.N.1    Gonzalez, J.2    Li, Y.3
  • 36
    • 0000262607 scopus 로고
    • Hammond, G. S. J. Am. Chem. Soc. 1955, 77, 344; LeNoble, W. J.; Miller, A. R.; Hamann, A. D. J. Org. Chem. 1972, 42, 338; Miller, A. R. J. Am. Chem. Soc. 1978, 100, 1984.
    • (1955) J. Am. Chem. Soc. , vol.77 , pp. 344
    • Hammond, G.S.1
  • 37
    • 0011446155 scopus 로고
    • Hammond, G. S. J. Am. Chem. Soc. 1955, 77, 344; LeNoble, W. J.; Miller, A. R.; Hamann, A. D. J. Org. Chem. 1972, 42, 338; Miller, A. R. J. Am. Chem. Soc. 1978, 100, 1984.
    • (1972) J. Org. Chem. , vol.42 , pp. 338
    • LeNoble, W.J.1    Miller, A.R.2    Hamann, A.D.3
  • 38
    • 0001518120 scopus 로고
    • Hammond, G. S. J. Am. Chem. Soc. 1955, 77, 344; LeNoble, W. J.; Miller, A. R.; Hamann, A. D. J. Org. Chem. 1972, 42, 338; Miller, A. R. J. Am. Chem. Soc. 1978, 100, 1984.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 1984
    • Miller, A.R.1
  • 41
    • 0342939927 scopus 로고
    • and reference therein
    • Saris, L. E.; Cava, M. P. J. Am. Chem. Soc. 1976, 98, 868 and reference therein; Katritzky, A. R.; Rees, C. W. Comprehensive Heterocyclic Chemistry, Pergamon Press: New York, 1980.
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 868
    • Saris, L.E.1    Cava, M.P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.