Carbon-13 nuclear magnetic resonance study of phenyl derivatives of B, Si, Sn, P, and Te fluorides

1993 ◽  
Vol 71 (4) ◽  
pp. 526-528 ◽  
Author(s):  
Chengrui Wang ◽  
Yuxiang Mo ◽  
Meehae Jang ◽  
Alexander F. Janzen

13C nuclear magnetic resonance data for a variety of phenyl derivatives of boron, silicon, tin, phosphorus, and tellurium fluorides are presented. Neutral, anionic, and cationic complexes are included and the coordination number of the central element varies from 3 to 6. Empirical equations of the 13C chemical shifts of the benzene ring have been deduced by taking into consideration the charge density, dipole moment, and binding energy, and the 13C chemical shifts calculated from these equations deviate from the experimental values by up to 1.4 ppm, but mostly less than 0.7 ppm.

1982 ◽  
Vol 60 (24) ◽  
pp. 3026-3032 ◽  
Author(s):  
Frank E. Hruska ◽  
Wayne J. P. Blonski

Alkylated pyrimidine bases are of interest from the viewpoint of mutagenesis and carcinogenesis. 1H nuclear magnetic resonance data are presented for a series of ribosides and arabinosides alkylated at the O2,O4, N3, and C5 positions of the pyrimidine base. The data provide information about the stereochemical effects of base methylation. The J(5—6) proton coupling constants show that O-alkylation leads to a decrease in the π-bond order of the C5—C6 bond. The 13C chemical shifts are related to the tautomeric changes effected by O-alkylation.


1970 ◽  
Vol 48 (24) ◽  
pp. 3937-3945 ◽  
Author(s):  
A. B. Foster ◽  
R. Hems ◽  
L. D. Hall

The n.m.r. spectra of a series of 3-fluorinated glucose derivatives have been measured; spectral assignments were confirmed by 1H–{19F} heteronuclear decoupling experiments. The 19F spectral parameters illustrate a variety of stereospecific dependencies, the most noteworthy being that of 4JF,H couplings, for which 4Je,e = ca. + 4.0 Hz while 4Je,a = ca. − 1.5 Hz.


1964 ◽  
Vol 42 (7) ◽  
pp. 1664-1675 ◽  
Author(s):  
E. W. Warnhoff

Caryophyllene oxide (I) and dihydrocaryophyllene oxide (II) have been found to give 2,4-dinitrophenylhydrazones. Structures IV, V, and VII are assigned to three of these compounds on the basis of nuclear magnetic resonance data, other spectral and chemical data, and mechanistic considerations. Structure VII is the product of a new cyclization–rearrangement of the caryophyllene system. The dinitrophenylhydrazone previously obtained from isocaryophyllene oxide-a (III) is probably identical with VII. Three other new derivatives of caryophyllene are described, one of which (VI) is an intermediate in the conversion of I to VII.


1968 ◽  
Vol 46 (7) ◽  
pp. 1131-1140 ◽  
Author(s):  
Robert J. Cushley ◽  
John F. Codington ◽  
Jack J. Fox

Nuclear magnetic resonance data for a series of 2′-halogeno and 3′-halogeno pyrimidine nucleosides are presented. Using a combination of proton–proton and proton–fluorine couplings vs. dihedral angle values 2′-deoxy-2′-fluorouridine is proposed to have an envelope conformation with C–3′ endo, and 1-(3-deoxy-3-fluoro-β-D-arabinofuranosyl)uracil proposed to have a twist conformation with O-ring endo and C–1′ exo. Correlations between substituent electronegativity and both vicinal coupling constants and internal chemical shifts are discussed.Syntheses of several new 2′-halogeno and 3′-halogeno nucleosides are described.


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