ISSN:
0749-1581
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
13C NMR shifts for ethyl (E)-(α-cyano)cinnamates, (E)-(α-cyano)cinnamamides and ethyl (α-ethoxycarbonyl)cinnamates of general formula XC6H4CH=CR1R2 (R1 = CN, R2 = COOEt; R1 = CN, R2 = CONH2; R1 = R2 = COOEt; X =p-NMe2, p-OH, p-OMe, p-Me, H, p-Br, p-Cl, p-NO2, m-Cl, m-NO2, o-OMe, o-CI, o-NO2) in DMSO-d6 solution are reported. Substituent chemical shift considerations allow the assignment of the aromatic carbons in the disubstituted rings. The effect of substituents on the aromatic, ethylenic, cyano and carbonyl chemical shifts is discussed in relation to that of other arylethylenes. The J(CCCH) long-range coupling values provide evidence in favour of the E configuration for both series of cyano derivatives.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260240108
Permalink