1987
DOI: 10.1021/j100310a015
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NMR and dipole moment studies on dimethyl esters of some simple dicarboxylic acids: the odd-even characteristics of orientational correlation between the terminal ester groups

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Cited by 8 publications
(35 citation statements)
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“…For example, from a critical interpretation of IR, 1 H NMR, and Raman spectra of aliphatic esters and diesters, values ranging from 1 to -1 kcal mol -1 with respect to that of the alternative trans state have been reported for the energy of gauche states about the C R H 2 -C*(O*) bonds. [15][16][17][18][19] Similar disagreement was obtained from both the interpretation of the dipole moments of aliphatic diesters and the temperature coefficient of the unperturbed dimensions of aliphatic polyesters. 17,[20][21][22] As for the energy associated with gauche states about C H 2 -C R H 2 bonds, values of -0.6, 0.3, and 0.8 kcal mol -1 over those of the corresponding trans states were reported, respectively, for dialkyl esters of succinic, glutaric, and adipic acids.…”
Section: Introductionsupporting
confidence: 61%
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“…For example, from a critical interpretation of IR, 1 H NMR, and Raman spectra of aliphatic esters and diesters, values ranging from 1 to -1 kcal mol -1 with respect to that of the alternative trans state have been reported for the energy of gauche states about the C R H 2 -C*(O*) bonds. [15][16][17][18][19] Similar disagreement was obtained from both the interpretation of the dipole moments of aliphatic diesters and the temperature coefficient of the unperturbed dimensions of aliphatic polyesters. 17,[20][21][22] As for the energy associated with gauche states about C H 2 -C R H 2 bonds, values of -0.6, 0.3, and 0.8 kcal mol -1 over those of the corresponding trans states were reported, respectively, for dialkyl esters of succinic, glutaric, and adipic acids.…”
Section: Introductionsupporting
confidence: 61%
“…17 Thus the conformational states about the C R H 2 -C*(O*) and C R H 2 -C H 2 bonds were taken to be 0, (123°and 0, (113°, respectively. As for the energy Eσ R of gauche states about C R H 2 -C*(O*), the results at hand are highly controversial.…”
Section: Resultsmentioning
confidence: 99%
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“…The critical interpretation of the 1 H NMR spectra and dipole moments of aliphatic diesters with general formula H 3 CO(*O)-*C(CH 2 ) n C*(O*)OCH 3 led Abe and co-workers 3,4 to conclude that the energy of gauche states about C R -C* bonds, Eσ R , is 1 kcal mol -1 above that of the alternative trans states. According to these authors, however, gauche states about C R -C bonds have an energy E σ which seems to be dependent on the number of methylene groups in the residue acid.…”
Section: Theoretical Calculationsmentioning
confidence: 99%
“…20 As for the rotational potentials of the terminal phenyl groups, the results of MO calculations and spectroscopic studies are available for relevant model compounds such as methyl benzyl ether 22 and ethylbenzene. 23 The rotational minima -of the phenyl rotation were adjusted in accord with these data for the respective polymers.…”
Section: For the Rotation About The C(o)ca-cpcy(o)mentioning
confidence: 99%