Abstract
The pKa values of 1-indolylacetic, 3-(9-ethyl)carbazolylacetic, and a number of 3,6-disubstituted 9-carbazolylacetic acids in aqueous ethanol solutions were determined by potentiometry.The inductive constants of the corresponding heterocyclic fragments were calculated from the values obtained. It is shown that annelation of the benzene ring with the pyrrole ring of indole gives rise to a decrease in the negative inductive effect of the heteroring. A linear relationship between the acidic properties of carbazoles and the corresponding 9-carbazolylacetic acids was established.
| Original language | English |
|---|---|
| Pages (from-to) | 1213-1216 |
| Number of pages | 4 |
| Journal | Chemistry of Heterocyclic Compounds |
| Volume | 17 |
| Issue number | 12 |
| DOIs | |
| Publication status | Published - Dec 1981 |
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- Organic Chemistry
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Acidities of 1-indolylacetic and carbazolylacetic acids. Inductive constants of indolyl and carbazolyl groups. / Filimonov, V. D.; Sukhoroslova, M. M.; Novikov, V. T.; Vidyagina, T. V.
In: Chemistry of Heterocyclic Compounds, Vol. 17, No. 12, 12.1981, p. 1213-1216.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Acidities of 1-indolylacetic and carbazolylacetic acids. Inductive constants of indolyl and carbazolyl groups
AU - Filimonov, V. D.
AU - Sukhoroslova, M. M.
AU - Novikov, V. T.
AU - Vidyagina, T. V.
PY - 1981/12
Y1 - 1981/12
N2 - The pKa values of 1-indolylacetic, 3-(9-ethyl)carbazolylacetic, and a number of 3,6-disubstituted 9-carbazolylacetic acids in aqueous ethanol solutions were determined by potentiometry.The inductive constants of the corresponding heterocyclic fragments were calculated from the values obtained. It is shown that annelation of the benzene ring with the pyrrole ring of indole gives rise to a decrease in the negative inductive effect of the heteroring. A linear relationship between the acidic properties of carbazoles and the corresponding 9-carbazolylacetic acids was established.
AB - The pKa values of 1-indolylacetic, 3-(9-ethyl)carbazolylacetic, and a number of 3,6-disubstituted 9-carbazolylacetic acids in aqueous ethanol solutions were determined by potentiometry.The inductive constants of the corresponding heterocyclic fragments were calculated from the values obtained. It is shown that annelation of the benzene ring with the pyrrole ring of indole gives rise to a decrease in the negative inductive effect of the heteroring. A linear relationship between the acidic properties of carbazoles and the corresponding 9-carbazolylacetic acids was established.
UR - http://www.scopus.com/inward/record.url?scp=0000060688&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0000060688&partnerID=8YFLogxK
U2 - 10.1007/BF00506996
DO - 10.1007/BF00506996
M3 - Article
AN - SCOPUS:0000060688
VL - 17
SP - 1213
EP - 1216
JO - Chemistry of Heterocyclic Compounds
JF - Chemistry of Heterocyclic Compounds
SN - 0009-3122
IS - 12
ER -