An efficient clean methodology for the C-S coupling to aryl thioethers and S-S homocoupling to aromatic disulfides catalyzed over a Ce()-leucine complex immobilized on mesoporous MCM-41

A novel Ce( iv )-anchored l -leucine covalently bonded to mesoporous MCM-41 has been synthesized by a non-hydrothermal post-functionalization approach. It has been thoroughly characterized by sophisticated physicochemical techniques. The material was applied in the efficient green synthesis of aroma...

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Bibliographic Details
Published in:New journal of chemistry 2019-07, Vol.43 (26), p.1343-1351
Main Authors: Veisi, Hojat, Tamoradi, Taibeh, Karmakar, Bikash
Format: Article
Language:English
Subjects:
Aromatic compounds
Catalysis
Chemical synthesis
Coupling (molecular)
Disulfides
Hydrogen peroxide
Leucine
Organic chemistry
Thiols
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Summary:A novel Ce( iv )-anchored l -leucine covalently bonded to mesoporous MCM-41 has been synthesized by a non-hydrothermal post-functionalization approach. It has been thoroughly characterized by sophisticated physicochemical techniques. The material was applied in the efficient green synthesis of aromatic sulfides by C-S coupling using molecular sulfur and haloarenes. Another catalytic application was in the synthesis of symmetric disulfides by the homocoupling of aromatic thiols in the presence of H 2 O 2 as an oxidant. The ligand-free protocol is simple, clean and free from hazardous chemicals. Moreover, the catalyst is reusable for several times, thus making the methodology sustainably viable. Anchored Ce( iv ) on the surface of MCM-41 mesoporous silica was used for the synthesis of aryl thioethers and aromatic disulfides.
ISSN:1144-0546
1369-9261
DOI:10.1039/c9nj02270h