Ultrasound-Assisted Synthesis of 3-(Arylamino)-1-ferrocenylpropan-1-ones
Нема приказа
Аутори
Pejović, AnkaStevanović, Dragana D.
Damljanović, Ivan S.
Vukićević, Mirjana
Novaković, Slađana B.
Bogdanović, Goran A.
Mihajilov-Krstev, Tatjana
Radulovic, Niko
Vukićević, Rastko D.
Чланак у часопису
Метаподаци
Приказ свих података о документуАпстракт
A successful aza-Michael addition of arylamines to a conjugated enone, acryloylferrocene, has been achieved by ultrasonic irradiation of the mixture of these reactants and the catalyst, i.e., montmorillonite K-10. This solvent-free reaction, yielding ferrocene containing Mannich bases, 3-(arylamino)-1-ferrocenylpropan-1-ones, considered as valuable precursors in organic synthesis, has been performed by using a simple ultrasonic cleaner. Among 17 synthesized beta-amino ketones, three were new ones, and these were fully characterized by spectroscopic means. X-Ray crystallographic analysis of three of these crystalline products enabled the insight into the conformational details of these compounds. All compounds were evaluated for their antibacterial activities against six Gram-positive and five Gram-negative strains in a microdilution assay. The observed promising antibacterial activity (with a MIC value of 25 mu g/ml (ca. 0.07 mu mol/ml) as the best result for almost all tested compound...s against Micrococcus flavus) seems not only to be compound but also bacterial species-specific.
Кључне речи:
Propan-1-ones / 3-(arylamino)-1-ferrocenyl- / Mannich bases / Ferrocene / acryloyl- / Montmorillonite K-10 / Ultrasonic irradiation / Antibacterial activityИзвор:
Helvetica Chimica Acta, 2012, 95, 8, 1425-1441Финансирање / пројекти:
DOI: 10.1002/hlca.201200009
ISSN: 0018-019X
WoS: 000307890300012
Scopus: 2-s2.0-84865334176
Колекције
Институција/група
VinčaTY - JOUR AU - Pejović, Anka AU - Stevanović, Dragana D. AU - Damljanović, Ivan S. AU - Vukićević, Mirjana AU - Novaković, Slađana B. AU - Bogdanović, Goran A. AU - Mihajilov-Krstev, Tatjana AU - Radulovic, Niko AU - Vukićević, Rastko D. PY - 2012 UR - https://vinar.vin.bg.ac.rs/handle/123456789/5014 AB - A successful aza-Michael addition of arylamines to a conjugated enone, acryloylferrocene, has been achieved by ultrasonic irradiation of the mixture of these reactants and the catalyst, i.e., montmorillonite K-10. This solvent-free reaction, yielding ferrocene containing Mannich bases, 3-(arylamino)-1-ferrocenylpropan-1-ones, considered as valuable precursors in organic synthesis, has been performed by using a simple ultrasonic cleaner. Among 17 synthesized beta-amino ketones, three were new ones, and these were fully characterized by spectroscopic means. X-Ray crystallographic analysis of three of these crystalline products enabled the insight into the conformational details of these compounds. All compounds were evaluated for their antibacterial activities against six Gram-positive and five Gram-negative strains in a microdilution assay. The observed promising antibacterial activity (with a MIC value of 25 mu g/ml (ca. 0.07 mu mol/ml) as the best result for almost all tested compounds against Micrococcus flavus) seems not only to be compound but also bacterial species-specific. T2 - Helvetica Chimica Acta T1 - Ultrasound-Assisted Synthesis of 3-(Arylamino)-1-ferrocenylpropan-1-ones VL - 95 IS - 8 SP - 1425 EP - 1441 DO - 10.1002/hlca.201200009 ER -
@article{ author = "Pejović, Anka and Stevanović, Dragana D. and Damljanović, Ivan S. and Vukićević, Mirjana and Novaković, Slađana B. and Bogdanović, Goran A. and Mihajilov-Krstev, Tatjana and Radulovic, Niko and Vukićević, Rastko D.", year = "2012", abstract = "A successful aza-Michael addition of arylamines to a conjugated enone, acryloylferrocene, has been achieved by ultrasonic irradiation of the mixture of these reactants and the catalyst, i.e., montmorillonite K-10. This solvent-free reaction, yielding ferrocene containing Mannich bases, 3-(arylamino)-1-ferrocenylpropan-1-ones, considered as valuable precursors in organic synthesis, has been performed by using a simple ultrasonic cleaner. Among 17 synthesized beta-amino ketones, three were new ones, and these were fully characterized by spectroscopic means. X-Ray crystallographic analysis of three of these crystalline products enabled the insight into the conformational details of these compounds. All compounds were evaluated for their antibacterial activities against six Gram-positive and five Gram-negative strains in a microdilution assay. The observed promising antibacterial activity (with a MIC value of 25 mu g/ml (ca. 0.07 mu mol/ml) as the best result for almost all tested compounds against Micrococcus flavus) seems not only to be compound but also bacterial species-specific.", journal = "Helvetica Chimica Acta", title = "Ultrasound-Assisted Synthesis of 3-(Arylamino)-1-ferrocenylpropan-1-ones", volume = "95", number = "8", pages = "1425-1441", doi = "10.1002/hlca.201200009" }
Pejović, A., Stevanović, D. D., Damljanović, I. S., Vukićević, M., Novaković, S. B., Bogdanović, G. A., Mihajilov-Krstev, T., Radulovic, N.,& Vukićević, R. D.. (2012). Ultrasound-Assisted Synthesis of 3-(Arylamino)-1-ferrocenylpropan-1-ones. in Helvetica Chimica Acta, 95(8), 1425-1441. https://doi.org/10.1002/hlca.201200009
Pejović A, Stevanović DD, Damljanović IS, Vukićević M, Novaković SB, Bogdanović GA, Mihajilov-Krstev T, Radulovic N, Vukićević RD. Ultrasound-Assisted Synthesis of 3-(Arylamino)-1-ferrocenylpropan-1-ones. in Helvetica Chimica Acta. 2012;95(8):1425-1441. doi:10.1002/hlca.201200009 .
Pejović, Anka, Stevanović, Dragana D., Damljanović, Ivan S., Vukićević, Mirjana, Novaković, Slađana B., Bogdanović, Goran A., Mihajilov-Krstev, Tatjana, Radulovic, Niko, Vukićević, Rastko D., "Ultrasound-Assisted Synthesis of 3-(Arylamino)-1-ferrocenylpropan-1-ones" in Helvetica Chimica Acta, 95, no. 8 (2012):1425-1441, https://doi.org/10.1002/hlca.201200009 . .