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Volumn 132, Issue 4, 2010, Pages 1232-1233

On the absolute configurational stability of bromonium and chloronium ions

Author keywords

[No Author keywords available]

Indexed keywords

CENTRAL PROBLEMS; CHEMICAL EQUATIONS; CONFIGURATIONAL STABILITY; CONFIGURATIONALLY; ENANTIO; ENANTIOSELECTIVE; HALONIUM; REVERSIBLE FORMATION; STEREOSPECIFICITY;

EID: 77950341605     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja909965h     Document Type: Article
Times cited : (160)

References (36)
  • 32
    • 77950450472 scopus 로고    scopus 로고
    • The syntheses of enantiomerically enriched halo sulfonates 1, 6, and 8 are described in the Supporting Information.
    • The syntheses of enantiomerically enriched halo sulfonates 1, 6, and 8 are described in the Supporting Information.
  • 33
    • 77950380884 scopus 로고    scopus 로고
    • The term enantiospecificity [e.s., eeproduct/ee starting material x 100, provides a convenient method of describing the conservation of configurational purity for the reaction
    • starting material) x 100%] provides a convenient method of describing the conservation of configurational purity for the reaction.
  • 34
    • 33847797449 scopus 로고
    • Hexafluoroisopropanol has been used in classic studies of solvolysis mechanisms; see
    • Hexafluoroisopropanol has been used in classic studies of solvolysis mechanisms; see: Schadt, F. L.; Bentley, T. W.; Schleyer, P. v. R. J. Am. Chem. Soc. 1976, 98, 7667-7674.
    • (1976) J. Am. Chem. Soc , vol.98 , pp. 7667-7674
    • Schadt, F.L.1    Bentley, T.W.2    Schleyer, P.V.R.3
  • 35
    • 0003871081 scopus 로고
    • The insensitivity of e.s. to the concentration of NaOAc can be interpreted as a sodium ion assisted ionization to a solvent separated ion pair which collapses to product. If dissociated ions are not formed, then the concentration of NaOAc is irrelevant. For detailed discussion of solvolysis reactions, see:, Szwarc, M, Ed, John Wiley and Sons: New York, Chapter 3
    • The insensitivity of e.s. to the concentration of NaOAc can be interpreted as a sodium ion assisted ionization to a solvent separated ion pair which collapses to product. If dissociated ions are not formed, then the concentration of NaOAc is irrelevant. For detailed discussion of solvolysis reactions, see: Raber, D. J.; Harris, J. M.; Schleyer, P. v. R. In Ions and Ion Pairs in Organic Reactions; Szwarc, M., Ed.; John Wiley and Sons: New York, 1974; Vol. 2, Chapter 3.
    • (1974) Ions and Ion Pairs in Organic Reactions , vol.2
    • Raber, D.J.1    Harris, J.M.2    Schleyer, P.V.R.3
  • 36
    • 77950400550 scopus 로고    scopus 로고
    • To determine if the bromonium ion transfer is associative or dissociative, acetolysis of (2R,3S)-610 was carried out in the presence of 4. The crossover product 5a was formed in 51:49 er. This outcome is ambiguous and cannot distinguish the pathways; see ref 5c
    • 10 was carried out in the presence of 4. The crossover product 5a was formed in 51:49 er. This outcome is ambiguous and cannot distinguish the pathways; see ref 5c.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.