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Volumn 73, Issue 18, 2008, Pages 7394-7397

Determination of the effect of cation-π interactions on the stability of α-oxy-organolithium compounds

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; ARSENIC COMPOUNDS; CHEMICAL BONDS; CHEMICAL REACTIONS; CHLORINE COMPOUNDS; FLOW INTERACTIONS; POSITIVE IONS; STABILIZATION; TIN;

EID: 52449120673     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo801176d     Document Type: Article
Times cited : (19)

References (41)
  • 8
  • 22
    • 0000273487 scopus 로고    scopus 로고
    • This synthetic protocol has allowed the preparation of cyclopentanes, tetrahydrofuranes, and pyrrolidines; (a) Broka, C. A, Shen, T. J. Am. Chem. Soc. 1989, 111, 2981-2984
    • This synthetic protocol has allowed the preparation of cyclopentanes, tetrahydrofuranes, and pyrrolidines; (a) Broka, C. A.; Shen, T. J. Am. Chem. Soc. 1989, 111, 2981-2984.
  • 35
    • 0001388587 scopus 로고    scopus 로고
    • This approach is based on the pioneering work of Applequist and Dessy who established that halogen-Li and Hg-Mg exchange equilibria could be used to measure the relative stabilities of simple alkyl, alkenyl, and aryllithium or magnesium reagents: (a) Applequist, D. E, O'Brien, D. F. J. Am. Chem. Soc. 1963, 85, 743-748
    • This approach is based on the pioneering work of Applequist and Dessy who established that halogen-Li and Hg-Mg exchange equilibria could be used to measure the relative stabilities of simple alkyl, alkenyl, and aryllithium or magnesium reagents: (a) Applequist, D. E.; O'Brien, D. F. J. Am. Chem. Soc. 1963, 85, 743-748.
  • 39
    • 52449130518 scopus 로고    scopus 로고
    • 2CHLiOCby = 5.4-5.5.
    • 2CHLiOCby = 5.4-5.5.
  • 40
    • 52449085687 scopus 로고    scopus 로고
    • An approximate acidity scale can be derived from these data that should be of value in the planning of syntheses involving carbanions compound/pK, 3c/36.8-36.9, 4c/37.3, 5c/38.8, 6c/38.8, 7c/39.0, 8c/38.8, 9c/37.3, 10c/37.5, 11c/38.8, 12c/39.0. See ref 15 for an explanation
    • An approximate acidity scale can be derived from these data that should be of value in the planning of syntheses involving carbanions (compound/pK): 3c/36.8-36.9, 4c/37.3, 5c/38.8, 6c/38.8, 7c/39.0, 8c/38.8, 9c/37.3, 10c/37.5, 11c/38.8, 12c/39.0. See ref 15 for an explanation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.