• Bulletin of the Korean Chemical Society
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• v.25 no.6
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• pp.907-909
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• 2004

• Textile Coloration and Finishing
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• v.9 no.1
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• pp.44-49
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• 1997

Recent investigation and developments of A. Iqbal on diketo-pyrrolo-pyrrole (DPP) pigments has prompted us to synthesize and close observation of a few properties of these molecules. Described are synthesis, via 1-phenyl-2-ethoxycarbonyl-5-pyrrolinone intermediate, of asymmetric derivatives such as 1,4-Diketo-3-(4-chlorophenyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (4), 1,4-Diketo-3-(4-bromophenyl)-6-phenybpyrrolo-(3,4c)-pyrrole (5), 1,4-Diketo-3-(3-cyanophenyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (6), 1,4-Diketo-3-(4-cyanophenyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (7), 1,4-Diketo-3-(4-pyridyl)-6-phenyt-pyrrolo-(3,4c)-pyrrole (8), 1,4-Diketo-3-(3-pyridyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (9), 1,4-Diketo-3-(2-pyridyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (10), 1,4-Diketo-3-($\beta$-naphthyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (11), and UV-Vis absorption spectrum of the above compounds. Results from calculation of their absorption maxima using PISYSTEM are also described.

• Archives of Pharmacal Research
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• v.13 no.4
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• pp.351-354
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• 1990

2, 3-diphenyl-4-cyano-pyrrole-5-thione (4) was either by the reaction of benzoin (1) and cyanothioacetamide (3) followed by cyclization using AcOH/sodium acetate or by refluxing a mixture of benzoin (1) and cyanothioacethamide in pyridine to afford directly 4. Several new pyrrole and pyrazole derivatives were synthesised using 4 as synthon. The structure of the newly synthesised derivatives were based on celemental and spectral data studies. Methylation of the SH group in 4 afforded 5. Reaction of 4 with ethyl bromo acetate afforded (6). Treatment of (5) and (6) with hydrazine hydrate afforded the same pyrazole derivative (10) through the intermediate (9). Treatment of 6 with aniline and phenylhydrazine afforded the pyrrole derivatives 8a, b respectively. Treatment of 6 while dill HCI gave 2, 3-diphenyl-4-cyano-pyrrole-5-one (7). Treatment of 6 with $NH_3$/EtOH afforded the amidic derivatives (11) with treatment of 6 $NH_3$/ heat then acidification it gave the carboxylic derivatives (12).

• Bulletin of the Korean Chemical Society
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• v.22 no.5
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• pp.476-480
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• 2001

4-Thiazolidinones which are hetarylsubstituted at the 2-position were prepared by the reaction of mercapto acids with aldimines which were prepared by the condensation of pyrrole-2-carbaldehyde with different aromatic amines. After their benzylide ne derivatives were obtained, we first applied the Wittig reagent on them in the presence of triethylamine, dihydrofurothiazolidines were synthesized. Second, we prepared new pyrazolinothiazolidines by using phenylhydrazine in the presence of sodium acetate. All mentioned compounds have been characterized by their spectral data, and screened for their antimicrobial activities. Some of them exhibit moderate to good antibacterial and tuberculostatic activities.

• Journal of the Korean Chemical Society
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• v.21 no.1
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• pp.32-37
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• 1977

Conformations of nine 2-substituted furan, thiophene and pyrrole compounds have been studied by EHT methods. The preferred conformations of furan derivatives were trans form, which were mainly stabilized by electrostatic interactions. For thiophenes, electronic conjugation between the ring S and carbonyl oxygen was dominant, while for pyrroles both the electrostatic and conjugation effects were operative in determining the preferred conformations. Results of EHT calculation agreed well with experimentally determined preferences.

• Journal of Photoscience
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• v.8 no.2
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• pp.79-82
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• 2001

2-(p-Diethylaminostyryl)pyrrole (I) and 2-[5-diethylaminothienyl]vinyl]pyrrole (II) derivatives with systematic variation of the acceptors have been synthesized and their first hyperpolarizabilities were measured. The $\beta$ values increased systematically as the aromatic resonance energy decreased. Moreover, the value of $\beta$ for the former increased gradually as the acceptor strength increased. The opposite trend observed in the latter series of compounds has been attributed to the distorted structure caused by the steric hindrance between the N-methyl group and the acceptor moiety.

• Proceedings of the PSK Conference
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• 2000.10a
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• pp.220.3-221
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• 2000

• Bulletin of the Korean Chemical Society
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• v.30 no.2
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• pp.423-428
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• 2009

The comparative study of three calix[4]heterocycles (calix[4]pyrrole, calix[4]furan, and calix[4]thiophene) has been theoretically performed by using high-level density functional theory (DFT) at the MPWB1K/6-311G$^{**}$//B3LYP/6- 311G$^{**}$ level. The effect of different hetero-atoms (nitrogen, oxygen, and sulfur) placed in the heterocycles on the conformational flexibility, thermodynamic stability order, cavity sizes, charge distributions, and binding propensities are examined. The thermodynamic stability differences between the conformers are found to be much greater in calix[4]pyrrole compared to those in calix[4]furan and calix[4]thiophene. Relatively larger NH group and higher dipole of a pyrrole ring in calix[4]pyrrole contribute to the higher energy barrier for the conformational conversions and relatively rigid potential energy surface compared to the case of calix[4]furan and calix[4]thiophene. The computational results herein provide theoretical understanding of the conformational flexibility and the thermodynamic nature which can be applied to understand the complexation behavior of the three calix[4]heterocycles.

• Journal of the Korean Chemical Society
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• v.40 no.8
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• pp.11-590
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• 1996

• Bulletin of the Korean Chemical Society
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• v.23 no.9
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• pp.1241-1255
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• 2002

Series of m- and p-substituted benzyl derivatives of pyrrole, tetramethyl 1-benzyl-3a,7a-dihydroindole-2,3,3a,4-tetracarboxylate, and trimethyl 1-benzylindole-2,3,4-tricarboxylate were prepared and their 13C NMR spectra were obtained in 0.1 M solutions of chloroform-d. Both single substituent parameter and dual substituent parameter analyses were carried out to correlate the substituent chemical shifts. The ${\beta}$ carbon of the indole series showed the most profound substituent effect dependence as well as the best correlation. The results are explained by the hyperconjugation of the benzyl methylene group.