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Tailoring of Novel Ru (III) and Cr (III) Salen Complexes as Catalysts for a Sustainable and Green Synthesis of Dihydro‐tetrazolo [1,5‐<i>a</i>] thiazolo [4,5‐<i>d</i>] pyrimidin‐6‐yl morpholine: Experimental and Theoretical Approaches

Mahmoud Abd El Aleem Ali Ali El‐Remaily, Thomas Nady A. Eskander, Abdullah Yahya Abdullah Alzahrani, Mosa Alsehli, Khalaf Al‐Ghamdi, Mohammed H. AL Mughram, Omar M. Elhady, Mehran Feizi‐Dehnayebi, Ahmed M. Abu‐Dief

2024Applied Organometallic Chemistry23 citationsDOI

Abstract

ABSTRACT Two novel Cr (III) and Ru (III) salen complexes based on {3,4‐Bis‐[(5‐chloro‐2‐hydroxy‐benzylidene)‐amino]‐phenyl}‐phenyl‐methanone ligand (CSAB) were synthesized. The complexes were characterized using various spectral and analytical methods. The catalytic performance of the CSAB complexes was investigated via a four‐component condensation reaction involving aromatic aldehydes, rhodamine, morpholine, and 5‐aminotetrazole under mild, environmentally friendly conditions. Different Lewis acids, bases, ionic liquid catalysts, solvents, and catalyst amounts were assessed to optimize the reaction parameters. Both catalyst systems demonstrated robust catalytic activity under strictly managed conditions, with the heterogeneous catalyst CSAB‐Ru showing superior efficacy compared to the homogeneous CSAB‐Cr catalyst. The study confirmed the catalytic capabilities of both complexes and evaluated their recyclability and reusability. The heterogeneous catalyst (CSAB‐Ru) could be reused seven times, whereas the homogeneous catalyst (CSAB‐Cr) could be recycled four times. Both complexes demonstrated strong catalytic activity and selectivity, resulting in high product yields. The study provides insights into the synthetic applications of novel CSAB complexes, highlighting their potential in organic transformations. It emphasizes their ease of use, safety, stability, component availability, quick reaction times, and high yields, making them promising for future industrial applications.

Topics & Concepts

ChemistryCatalysisMetal salen complexesGreen chemistryMedicinal chemistryCombinatorial chemistryPolymer chemistryOrganic chemistryReaction mechanismSynthesis of Tetrazole DerivativesMulticomponent Synthesis of HeterocyclesSynthesis and Characterization of Heterocyclic Compounds
Tailoring of Novel Ru (III) and Cr (III) Salen Complexes as Catalysts for a Sustainable and Green Synthesis of Dihydro‐tetrazolo [1,5‐<i>a</i>] thiazolo [4,5‐<i>d</i>] pyrimidin‐6‐yl morpholine: Experimental and Theoretical Approaches | Litcius