20.500.12556/RUL-134926 Synthesis of 6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazoles by azomethine imine-alkyne cycloadditions using immobilized Cu(II)-catalysts A series of 12 silica gel-bound enaminones and their Cu(II) complexes were prepared and tested for their suitability as heterogeneous catalysts in azomethine imine-alkyne cycloadditions (CuAIAC). Immobilized Cu(II)–enaminone complexes showed promising catalytic activity in the CuAIAC reaction, but these new catalysts suffered from poor reusability. This was not due to the decoordination of copper ions, as the use of enaminone ligands with additional complexation sites resulted in negligible improvement. On the other hand, reusability was improved by the use of 4-aminobenzoic acid linker, attached to 3-aminopropyl silica gel via an amide bond to the enaminone over the more hydrolytically stable N-arylenamine C-N bond. The study showed that silica gelbound Cu(II)–enaminone complexes are readily available and suitable heterogeneous catalysts for the synthesis of 6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazoles. 1 3-dipolar cycloadditions 2 3-dihydropyrazolo[1 2-a]pyrazoles copper-catalyzed azomethine imine-alkyne cycloaddition (CuAIAC) azomethine imines ynones 1 3-dipolarne cikloadicije 2 3-dihidropirazolo[1 2-a]pirazoli z bakrom katalizirane cikloadicije CuAIAC azometin imini inoni alkini true false true Angleški jezik Slovenski jezik Članek v reviji 2022-02-11 10:56:04 2022-02-11 10:56:05 2022-09-14 04:10:42 0000-00-00 00:00:00 2021 0 0 18 str. iss. 2, art. 400 Vol. 26 Jan. 2021 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 547.78 1420-3049 10.3390/molecules26020400 46951171 RAZ_Stanfel_Ursa_2021.pdf RAZ_Stanfel_Ursa_2021.pdf 1 16A31B2ACEF56CF16CA8E16C8C7C1D72 13846f0c812a1978b8213dc38d85ee445056066e648f90f79fc18166359e4174 cfe6a4ca-8b20-11ec-abdb-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=153676 https://www.mdpi.com/1420-3049/26/2/400 0 9899087e-8b20-11ec-abdb-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=153675 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0