13C NMR spectra of 1-aryl-ferrocenylethylenes

1986 ◽  
Vol 51 (3) ◽  
pp. 670-676 ◽  
Author(s):  
Eva Solčániová ◽  
Štefan Toma ◽  
Tibor Liptaj

13C NMR spectra of 18 ferrocene analogues of trans stilbenes (1-aryl-2-ferrocenylethylenes) were measured. It was found that bridge group weakens the transfer of the substituent electron effects into ferrocene nucleus, especially distinctly into 3',4'positions of cyclopentadienyl ring. The transfer of substituent effects into β-position of the bridge -CH=CH- is greater in derivatives studied by us than in stilbenes. Synthesis of 1-(4-dimethylaminophenyl)-2-ferrocenylethylene is described.

1988 ◽  
Vol 53 (3) ◽  
pp. 588-592 ◽  
Author(s):  
Antonín Lyčka ◽  
Josef Jirman ◽  
Jaroslav Holeček

The 17O and 13C NMR spectra of eight geminal diacetates RCH(O(CO)CH3)2 derived from simple aldehydes have been measured. In contrast to the dicarboxylates R1R2E(O(CO)R3)2, where E = Si, Ge, or Sn, whose 17O NMR spectra only contain a single signal, and, on the other hand, in accordance with organic carboxylic esters, the 17O NMR spectra of the compound group studied always exhibit two well-resolved signals with the chemical shifts δ(17O) in the regions of 183-219 ppm and 369-381 ppm for the oxygen atoms in the groups C-O and C=O, respectively.


1990 ◽  
Vol 55 (8) ◽  
pp. 2027-2032 ◽  
Author(s):  
Jan Schraml ◽  
Robert Brežný ◽  
Jan Čermák

29Si and 13C NMR spectra of five 4-substituted 2,6-dimethoxytrimethylsiloxybenzenes were studied with the aim to elucidate the nature of the deshielding proximity effects observed in the spectra of ortho substituted trimethylsiloxybenzenes. The sensitivity of 29Si chemical shifts to para substitution is in the studied compounds essentially the same as in mono ortho methoxytrimethylsiloxybenzenes. The deshielding proximity effect of the ìsecondî methoxy group is somewhat smaller than that of the ìfirstî group. The present results indicate that the two methoxy groups assume coplanar conformations with the benzene ring and are turned away from the trimethylsiloxy group which is not in the benzene plane. It is argued that in mono ortho methoxytrimethylsiloxybenzenes the two substituent groups adopt the same conformations as in the compounds studied here.


1975 ◽  
Vol 30 (9-10) ◽  
pp. 794-799 ◽  
Author(s):  
Ludger Ernst

The 13C NMR spectra of twelve amino-, dimethylamino-, diamino-, and bis(dimethylamino)naphthalenes are completely assigned by selective 13C{1H} double resonance and by interpretation of proton-coupled spectra. Strong substituent effects (Δδ) upon chemical shifts are observed and can largely be accounted for by mesomerism. The pronounced high-field shifts of C-6 in the 2-amino- and 2-dimethylaminonaphthalenes coincide with the enhanced reactivity of this position towards electrophilic reagents. In 1-dimethylaminonaphthalene and even more so in 1-dimethylamino-2-methylnaphthalene, conjugation is inhibited for steric reasons and Δδ’s are greatly diminished, thus giving an estimate for the contribution of resonance to substituent-induced shifts in the unhindered compounds. In two 1,8-disubstituted naphthalenes there are large deviations from additivity of substituent effects.


2020 ◽  
Vol 15 (10) ◽  
pp. 1934578X2093378
Author(s):  
Josep Coll Toledano

The present review of NMR spectroscopic structural elucidation data of new compounds isolated from Scutellaria species is focused on the title compounds, displaying a peculiar 13-spiro feature. It contains a compilation of 1H and 13C NMR data of these diterpenoids grouped by similar substitution patterns. Comparing shielding effects pointed out not only the identity of some compounds (already reported) but also potential misassignments and convenient revisions to get unambiguous structural proposals.


1975 ◽  
Vol 30 (9-10) ◽  
pp. 788-793 ◽  
Author(s):  
Ludger Ernst

During a reinvestigation of the 13C NMR spectra of 1-fluoronaphthalene (1) and of 2-fluoronaphthalene (2) at 20 and 25.16 MHz, uncertainties that existed in the literature about signal assignments for 1 could be cleared. In the spectral analyses for 2 given so far, five out of ten signals were incorrectly assigned. The corrected assignment is supported by extensive 13C{1H} double resonance experiments, by recording of proton-coupled 13C and 13C{19F} spectra and by off-resonance 13C{1H} noise-decoupling. The results show a strong + M-effect of the fluorine substituents on 13C chemical shifts similar to the effects of OH and OCH3 groups. 1H NMR spectra of 1 and 2 could be partially assigned by decoupling of the 19F resonances and by iterative analysis.


1976 ◽  
Vol 31 (1) ◽  
pp. 35-38 ◽  
Author(s):  
M. Herberhold ◽  
G. O. Wiedersatz ◽  
C. G. Kreiter

The charge distribution in the methoxy -substituted olefins of the series ethylene, methyl vinyl ether, 1,1-dimethoxyethylene, cis- and trans-dimethoxyethylene, tetramethoxyethylene, is discussed on the basis of the 1H and 13C NMR spectra


1979 ◽  
Vol 34 (3) ◽  
pp. 516-519 ◽  
Author(s):  
I. Mester ◽  
D. Bergenthal ◽  
Zs. Rózsa ◽  
J. Reisch

Abstract The 13C NMR spectra of acridone derivatives 3-5, 8-12, melicopicine (14), melicopidine (15) and melicopine (16) are presented. The substituent parameters for OH and OCH3 groups in acridone derivatives have also been given.


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