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Volumn 119, Issue 45, 1997, Pages 10947-10955

Conjugative interaction in styrenes

Author keywords

[No Author keywords available]

Indexed keywords

STYRENE DERIVATIVE;

EID: 0003913222     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja971040e     Document Type: Article
Times cited : (12)

References (73)
  • 1
    • 16944364098 scopus 로고
    • Ph.D. Dissertation, Harvard University
    • Pagnotta, M. Conjugative Interaction in Olefins. Ph.D. Dissertation, Harvard University, 1984; Diss. Abstr. Intern. B 1985, 45, 2163 (Order No. 84-19388).
    • (1984) Conjugative Interaction in Olefins
    • Pagnotta, M.1
  • 3
    • 85215332407 scopus 로고
    • Order No. 67-07001
    • Carleton, Peter Smart, Conjugative Interaction of Benzene Rings and Double Bonds. Ph.D. Dissertation, Yale University, 1967; Diss. Abstr. Intern. B 1967, 27, 4265 (Order No. 67-07001).
    • (1967) Diss. Abstr. Intern. B , vol.27 , pp. 4265
  • 4
    • 16944364098 scopus 로고
    • Ph.D. Dissertation, Harvard University
    • Pagnotta, M. Conjugative Interaction in Olefins. Ph.D. Dissertation, Harvard University, 1984; Diss. Abstr. Intern. B 1985, 45, 2163 (Order No. 84-19388).
    • (1984) Conjugative Interaction in Olefins
    • Pagnotta, M.1
  • 5
    • 85215350076 scopus 로고
    • Order No. 84-19388
    • Pagnotta, M. Conjugative Interaction in Olefins. Ph.D. Dissertation, Harvard University, 1984; Diss. Abstr. Intern. B 1985, 45, 2163 (Order No. 84-19388).
    • (1985) Diss. Abstr. Intern. B , vol.45 , pp. 2163
  • 6
    • 0000752122 scopus 로고
    • further references therein
    • (a) Hine, J.; Skogland, M. J. J. Org. Chem. 1982, 47, 4766-4770 (further references therein),
    • (1982) J. Org. Chem. , vol.47 , pp. 4766-4770
    • Hine, J.1    Skogland, M.J.2
  • 11
    • 85215347533 scopus 로고    scopus 로고
    • note
    • 8
  • 13
    • 85215337416 scopus 로고    scopus 로고
    • note
    • 0) of -3.33 kcal/ mol.
  • 15
    • 85215340989 scopus 로고    scopus 로고
    • note
    • H2, -59.82), from which conjugative interaction per phenyl vis-à-vis hydrogen becomes -2.0 or -1.83 kcal/mol. These values are almost identical with that resulting from replacement of vinyl hydrogen by alkyl, -2.01 kcal/ mol (cf. Figure 1), whence conjugative interaction in these examples might appear to be +0.18 ± 0.5 kcal/mol.
  • 16
    • 85215339852 scopus 로고    scopus 로고
    • note
    • Compare Table 41 (p 1091) of ref 13, in which the value, -2.2 kcal/mol, is proposed.
  • 24
    • 16944365097 scopus 로고
    • Rogers, D. W.; Crooks, E. L. J. Chem. Thermodyn. 1983, 15, 1087-1092. Rogers, D. W.; Crooks, E. L.; Dejroongruang, K. J. Chem. Thermodyn. 1987, 19, 1209-1215. Rogers, D. W.; Dejroongruang, K. J. Chem. Thermodyn. 1988, 20, 675-680.
    • (1983) J. Chem. Thermodyn. , vol.15 , pp. 1087-1092
    • Rogers, D.W.1    Crooks, E.L.2
  • 25
    • 0000158376 scopus 로고
    • Rogers, D. W.; Crooks, E. L. J. Chem. Thermodyn. 1983, 15, 1087-1092. Rogers, D. W.; Crooks, E. L.; Dejroongruang, K. J. Chem. Thermodyn. 1987, 19, 1209-1215. Rogers, D. W.; Dejroongruang, K. J. Chem. Thermodyn. 1988, 20, 675-680.
    • (1987) J. Chem. Thermodyn. , vol.19 , pp. 1209-1215
    • Rogers, D.W.1    Crooks, E.L.2    Dejroongruang, K.3
  • 26
    • 6144236134 scopus 로고
    • Rogers, D. W.; Crooks, E. L. J. Chem. Thermodyn. 1983, 15, 1087-1092. Rogers, D. W.; Crooks, E. L.; Dejroongruang, K. J. Chem. Thermodyn. 1987, 19, 1209-1215. Rogers, D. W.; Dejroongruang, K. J. Chem. Thermodyn. 1988, 20, 675-680.
    • (1988) J. Chem. Thermodyn. , vol.20 , pp. 675-680
    • Rogers, D.W.1    Dejroongruang, K.2
  • 28
    • 85215336295 scopus 로고    scopus 로고
    • note
    • Data involving tert-butyl and similarly sterically crowded groups have been omitted, but their inclusion would not have influenced the outcome.
  • 34
    • 85215329377 scopus 로고    scopus 로고
    • note
    • 23
  • 35
    • 0001181172 scopus 로고
    • Dewar, M. J. S.; Schmeising, H. N. Tetrahedron 1959, 5, 166-178. Dewar, M. J. S.; Schmeising, H. N. Tetrahedron 1960, 9, 96-120.
    • (1959) Tetrahedron , vol.5 , pp. 166-178
    • Dewar, M.J.S.1    Schmeising, H.N.2
  • 36
    • 0642275351 scopus 로고
    • Dewar, M. J. S.; Schmeising, H. N. Tetrahedron 1959, 5, 166-178. Dewar, M. J. S.; Schmeising, H. N. Tetrahedron 1960, 9, 96-120.
    • (1960) Tetrahedron , vol.9 , pp. 96-120
    • Dewar, M.J.S.1    Schmeising, H.N.2
  • 42
    • 85215328920 scopus 로고    scopus 로고
    • note
    • fH° of rrans-l-phenylbutene-2 [1b(E)] is +24.32 ± 0.26 kcal/mol.
  • 43
    • 85215337209 scopus 로고    scopus 로고
    • note
    • est(2c), respectively.
  • 44
    • 85215340910 scopus 로고    scopus 로고
    • note
    • est of 3b and 3d of +5.65 and 7.17 kcal/mol, respectively. Mean values of+5.51 ± 0.21 and +7.22 ± 0.30 kcal/mol are included in Chart 1, series 3, row 4.
  • 48
    • 85215335243 scopus 로고    scopus 로고
    • note
    • fH° by 0.75 kcal/mol, all others remaining unchanged.
  • 49
    • 85215329283 scopus 로고    scopus 로고
    • note
    • "...it's one of those things that once you have done it with supervision of someone who really understands it, then you will understand it. But working from the literature, it is not so easy."
  • 50
    • 85215347350 scopus 로고    scopus 로고
    • note
    • 41
  • 53
    • 85215349638 scopus 로고    scopus 로고
    • Proctor, George R., unpublished work on the 1-phenyl-3-mesityl-propene system; Yale University, 1963, supported by the Norman Fund
    • Proctor, George R., unpublished work on the 1-phenyl-3-mesityl-propene system; Yale University, 1963, supported by the Norman Fund.
  • 59
    • 84979182537 scopus 로고
    • Grovenstein, E.; Lee, D. E. J. Am. Chem. Soc. 1953, 75, 2639-2644. Straus, F. Ber. 1909, 42, 2866-2995.
    • (1909) Ber. , vol.42 , pp. 2866-2995
    • Straus, F.1
  • 63
    • 85215330364 scopus 로고    scopus 로고
    • note
    • 2
  • 66
    • 84981758147 scopus 로고
    • Klages, A. Chem Ber. 1902, 35, 2245-2262.
    • (1902) Chem Ber. , vol.35 , pp. 2245-2262
    • Klages, A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.