4.6 Article

A novel Hercynite-supported tetradentate Schiff base complex of manganese catalyzed one-pot annulation reactions

Journal

APPLIED ORGANOMETALLIC CHEMISTRY
Volume 36, Issue 12, Pages -

Publisher

WILEY
DOI: 10.1002/aoc.6905

Keywords

2-amino-3-cyano-4H-chromenes; 2-amino-3-cyano-4H-pyrans; Hercynite; multicomponent reactions; Schiff base-manganese(II) complex

Funding

  1. Bu-Ali Sina University
  2. Ilam University

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This study reports the synthesis of Hercynite nanoparticles capped with a novel Schiff base-manganese(II) complex. The catalyst exhibits excellent dispersibility, stability, and small size, resulting in high catalytic activity and selectivity. The catalyst is also sustainable and recyclable, allowing for the rapid synthesis of organic compounds at ambient conditions.
The present study is the first report on the synthesis and catalytic performance of Hercynite nanoparticles capped with a novel Schiff base-manganese(II) complex brought from a synthetic procedure. The solid support and the catalyst were characterized using various analytical techniques. The characterization results suggest excellent dispersibility, stability, high Mn content under the catalyst surface, and small size of catalyst, which leads to excellent catalytic activity and selectivity. Moreover, the catalyst proved to be sustainable and recyclable for rapid synthesis of various chromene- and pyran-annulated heterocycles under ambient conditions. The effect of various crucial catalytic parameters was investigated and optimized. The scope of the reaction was extended to various aryl aldehydes and keto-enol tautomeric pairs (2-hydroxy-1,4-naphthoquinone or dimedone), and the corresponding 2-amino-3-cyano-4H-chromene and 2-amino-3-cyano-4H-pyran products were obtained with excellent yield (82-99%) and at low reaction time (10-115 min). Significantly, the catalyst indicated magnetic, cost-effective, and nontoxic properties, which result in having high recycling efficiency (5 cycles).

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