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Volumn 691, Issue 24-25, 2006, Pages 5122-5128

Preparation of cyclic molecules bearing "strained" olefins using olefin metathesis

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CATALYST ACTIVITY; CATALYSTS; MOLECULAR STRUCTURE; REACTION KINETICS;

EID: 33751383132     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2006.08.010     Document Type: Article
Times cited : (30)

References (55)
  • 2
    • 31944450141 scopus 로고    scopus 로고
    • For some recent examples in total synthesis see:
    • For some recent examples in total synthesis see:. Hart A.C., and Phillips A.J. J. Am. Chem. Soc. 128 (2006) 1094
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 1094
    • Hart, A.C.1    Phillips, A.J.2
  • 33
    • 0033525666 scopus 로고    scopus 로고
    • For a synthesis of closely related longithorone B see:
    • For a synthesis of closely related longithorone B see:. Kato T., Nagae K., and Hoshikawa M. Tetrahedron Lett. 40 (1999) 1941
    • (1999) Tetrahedron Lett. , vol.40 , pp. 1941
    • Kato, T.1    Nagae, K.2    Hoshikawa, M.3
  • 35
    • 37049116878 scopus 로고
    • 6 complex remains a controversial subject, this face-to-face stacking arrangement likely acts to minimize quadrupole-quadrupole interaction energies. The hypothesis of a charge-transfer (CT) interaction was discarded based on the absence of a characteristic CT band in the UV-Vis absorption spectrum.
    • 6 complex remains a controversial subject, this face-to-face stacking arrangement likely acts to minimize quadrupole-quadrupole interaction energies. The hypothesis of a charge-transfer (CT) interaction was discarded based on the absence of a characteristic CT band in the UV-Vis absorption spectrum. Beaumont T.G., and Davis K.M.C. J. Chem. Soc. B (1967) 1131
    • (1967) J. Chem. Soc. B , pp. 1131
    • Beaumont, T.G.1    Davis, K.M.C.2
  • 40
    • 0033578896 scopus 로고    scopus 로고
    • Grubbs and co-workers have formed polymers using olefin metathesis that incorporate pentafluorophenyl moieties:
    • Grubbs and co-workers have formed polymers using olefin metathesis that incorporate pentafluorophenyl moieties:. Weck M., Dunn A.R., Matsumoto K., Coates G.W., Lobkovsky E.B., and Grubbs R.H. Angew. Chem., Int. Ed. 38 (1999) 2741
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 2741
    • Weck, M.1    Dunn, A.R.2    Matsumoto, K.3    Coates, G.W.4    Lobkovsky, E.B.5    Grubbs, R.H.6
  • 44
    • 33751374678 scopus 로고    scopus 로고
    • note
    • It is important not to infer that the difference in energy between conformers is due solely to the aromatic interactions. There is no quantitative comparison of the molecular strain energy with the relative energy gained via the perfluorophenyl-phenyl interactions. Although the strain energy can be estimated using empirical potential functions, the evaluation of strain energy by semi-empirical or ab initio calculations is tenuous. In comparing the relative differences in the MP2-optimized energies of the various conformers, the strain energy is dominant in all cases, thus the energy difference includes not only the aromatic-aromatic interactions but also a preferred conformation for the alkyl chains.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.