Carbon-13 NMR chemical shift—Substituent effect correlations in substituted styrenes

Autor: Chung R Chang, James L Fritzsche, Larry E Rodman, John M Franceschini, John E Hamilton, Forrest C Ward, Dale W Norris, Gregory E. Stablein, John M Morris, Charles N. Robinson, Vernon I Smith, Charles C. Irving, Louise S Dewey, John S Covington, Carl D. Slater
Rok vydání: 1980
Předmět:
Zdroj: Journal of Magnetic Resonance (1969). 41:293-301
ISSN: 0022-2364
DOI: 10.1016/0022-2364(80)90076-1
Popis: Carbon-13 chemical shifts are reported for various atoms in 12 series of substituted styrenes. The reliability of the correlations between substituent effects on such shifts and σ+ values is discussed, as is the reliability of the use of a σ+ scale that has been modified to fit NMR data. A new σ scale for para substituents, derived solely from NMR data and designated σ13, is proposed and evaluated. Further, a rationale is proposed for previously and presently reported “reverse” correlations in which electron donors produce downfield shifts. Data is presented for a series of styrene vinylogues (1,1-dicyano-3-methyl-4-aryl-1,3-butadienes) to substantiate the interpretation.
Databáze: OpenAIRE