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Volumn 13, Issue 8, 2007, Pages 2277-2289

Quantitative data on the effects of alkyl substituents and Li-O and Li-N chelation on the stability of secondary a-oxy-organolithium compounds

Author keywords

Aggregation; Chelates; Lithium; NMR spectroscopy

Indexed keywords

LITHIUM COMPOUNDS; MONOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANOMETALLICS; REACTION KINETICS;

EID: 34250624756     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200600864     Document Type: Article
Times cited : (14)

References (69)
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    • 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) D. E. Applequist, D. F. O'Brien, J. Am. Chem. Soc. 1963, 85, 743-748;
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    • An approximate acidity scale can be derived from these data that should be of value in the planning of syntheses involving organolithium species compound/pTC, 9a/39.2, 9b/39.2, 9c/36.8-36.7, 9d/ 37.3-37.2. 9e/36.0, 9f/33.0, 9g/38.8, 9h/38.8, 91/38.8, 9J/38.8, 9k/39.1. 91/38.8. 9m/>42.7; 11a-H/37.1, 11b-H/36.3. 11c-H/39.3, 11d-H/ 36.7-36.8. 11e-H/38.8, 11f-H/37.0, 11g-H/37.4, 11h-H/38.4, 11i-H/ 37.4, 11j-H/36.7-36.8, 11k-H/36.8, 111-H/38.8, 11m-H/38.4; 13a-H/ 32.3-32.2, 13b-H/32.8-32.7, 13c-H/32.2, 13d-H/33.2, 13e-H/33.633.5
    • An approximate acidity scale can be derived from these data that should be of value in the planning of syntheses involving organolithium species (compound/pTC): 9a/39.2, 9b/39.2, 9c/36.8-36.7, 9d/ 37.3-37.2. 9e/36.0, 9f/33.0, 9g/38.8, 9h/38.8, 91/38.8, 9J/38.8, 9k/39.1. 91/38.8. 9m/>42.7; 11a-H/37.1, 11b-H/36.3. 11c-H/39.3, 11d-H/ 36.7-36.8. 11e-H/38.8, 11f-H/37.0, 11g-H/37.4, 11h-H/38.4, 11i-H/ 37.4, 11j-H/36.7-36.8, 11k-H/36.8, 111-H/38.8, 11m-H/38.4; 13a-H/ 32.3-32.2, 13b-H/32.8-32.7, 13c-H/32.2, 13d-H/33.2, 13e-H/33.633.5.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.