Amide functionalized metal–organic frameworks for diastereoselective nitroaldol (Henry) reaction in aqueous medium. Issue 106 (14th October 2015)

• Record Type: Journal Article
• Authors: Paul, Anup; Karmakar, Anirban; Guedes da Silva, M. Fátima C.; Pombeiro, Armando J. L.
• Is Part Of: RSC advances. Volume 5:Issue 106(2015)
• Page Start: 87400
• Page End: 87410
• Publication Date: 2015-10-14
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c5ra14637b
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The metal–organic frameworks [Zn2 (L)2 (1, 4-BDC)] n ·2 n (DMF) (L = 4-(pyridin-4-ylcarbamoyl)benzoate; BDC = benzenedicarboxylate) and [Cu(L)2 ] n ·4 n (DMF)· n (H2 O) work as catalysts for the diastereoselective nitroaldol reaction in aqueous medium. Abstract : The two new metal–organic frameworks (MOFs) of zinc(ii ) and copper(ii ) [Zn2 L2 (1, 4-BDC)] n ·2 n (DMF) (1 ) and [Cu(L)2 ] n ·4 n (DMF)· n (H2 O) (2 ) (L = 4-(pyridin-4-ylcarbamoyl)benzoate; BDC = benzenedicarboxylate), respectively, have been synthesized from a pyridyl amide functionalized benzoic acid (HL ). They were characterized by elemental, FT-IR, thermogravimetric, powder X-ray and single crystal X-ray diffraction analyses. Single crystal X-ray crystallography reveals that1 and2 exhibit 2D and 3D polymeric architectures, respectively. Topological analysis illustrates a 6-connected pcu alpha-Po primitive cubic topology for1 and an 8-connected body centred cubic (bcu) topology for2 . Both1 and2 act as heterogeneous catalysts for the nitroaldol reaction in aqueous medium, with a high yield and moderate to good diastereoselectivities under ambient conditions. They can be recycled and reused without any significant loss of the catalytic efficiency.