Publication Type Journal Article
Title Synthesis, structure and catalytic applications of amidoterephthalate copper complexes in the diastereoselective Henry reaction in aqueous medium
Authors Anirban Karmakar Susanta Hazra M. Fátima C. Guedes da Silva Armando J.L. Pombeiro
Groups CCC
Journal NEW JOURNAL OF CHEMISTRY
Year 2014
Month October
Volume 38
Number 10
Pages 4837-4846
Abstract Terephthalic acid derivatives bearing amide side functional groups, viz. 2-propionamidoterephthalic acid (H(2)L1) and 2-acetamidoterephthalic acid (H(2)L2), have been structurally characterized using X-ray crystallography. While H(2)L1 is hydrogen bonded with DMF molecules forming a 1D hydrOgen bonded network, H(2)1-2 constructs a 2D hydrogen bonded network. They have been used to synthesize two new isostructural mononuclear copper complexes, [Cu(L1)(H2O)(4)] (1) and (Cu(L2)(H2O)(4)] (2), also characterized using X-ray crystallography. In these structures the hydrogen bonded assemblies of carboxylate and coordinated water molecules form a distorted cubane type of hydrogen bonded network. Complexes 1 and 2 act as heterogeneous catalysts for the diastereoselective nitroaldol (Henry) reaction in aqueous medium, 1 providing high yields (up to 77\%) and good diastereoselectivities under ambient conditions. These catalysts can be recycled without significant toss of activity, and the catalytic process is efficient, simple, easy to work-up and operates under green conditions.
DOI http://dx.doi.org/10.1039/c4nj00878b
ISBN
Publisher ROYAL SOC CHEMISTRY
Book Title
ISSN 1144-0546
EISSN 1369-9261
Conference Name
Bibtex ID ISI:000342725800028
Observations
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