Abstract
The 1D and the 2D copper(II) coordination polymers [{Cu(κN,OO′-L)}2(μ-1κN:2κN′-bpy)2]n (1) and [{Cu(μ-1κN,OO′:2κO″-L)}2(μ-1κN:2κN′-hmt)]n (2), respectively, were synthesized from copper(II) nitrate and sodium 2-(2-(1,3-dioxo-1H-inden-2(3H)-ylidene) hydrazinyl)benzenesulfonate (NaHL), in the presence of 4,4′-bipyridine (4,4′-bpy) (for 1) or hexamethylenetetramine (hmt) (for 2). 1 and 2 are water soluble and are characterized by elemental analysis, IR spectroscopy, ESI-MS and single crystal X-ray diffraction. Depending on the neutral linkers, the dianionic ligand L2− displays tri- (in 1) or tetradentate (in 2) binding modes. The Cu2+ in 1 adopts a distorted N3O2 square-pyramid coordination environment, while in 2 it displays a distorted N2O3 trigonal bipyramid geometry. The catalytic activity of 1 and 2 was evaluated in the diastereoselective Henry reaction of nitroethane with a variety of aromatic and aliphatic aldehydes, in water and in organic solvents. β-Hydroxy nitroalkanes were obtained in high yields (up to 92%), and moderate-to-good syn/anti diastereoselectivities (up to 79:21), in water at room temperature.
| Original language | English |
|---|---|
| Pages (from-to) | 33-39 |
| Number of pages | 7 |
| Journal | Polyhedron |
| Volume | 133 |
| DOIs | |
| Publication status | Published - 5 Sep 2017 |
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Keywords
- 4,4′-Bipyridine
- Arylhydrazone of 1H-indene-1,3(2H)-dione
- Copper(II) complexes
- Henry reaction in water
- Hexamethylenetetramine
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Copper(II) coordination polymers of arylhydrazone of 1H-indene-1,3(2H)-dione linked by 4,4′-bipyridineor hexamethylenetetramine : Evaluation of catalytic activity in Henry reaction. / Tiago, Gonçalo A.O.; Mahmudov, Kamran T.; Guedes da Silva, M. Fátima C.; Ribeiro, Ana P.C.; Huseynov, Fatali E.; Branco, Luís C.; Pombeiro, Armando J.L.
In: Polyhedron, Vol. 133, 05.09.2017, p. 33-39.Research output: Contribution to journal › Article
TY - JOUR
T1 - Copper(II) coordination polymers of arylhydrazone of 1H-indene-1,3(2H)-dione linked by 4,4′-bipyridineor hexamethylenetetramine
T2 - Evaluation of catalytic activity in Henry reaction
AU - Tiago, Gonçalo A.O.
AU - Mahmudov, Kamran T.
AU - Guedes da Silva, M. Fátima C.
AU - Ribeiro, Ana P.C.
AU - Huseynov, Fatali E.
AU - Branco, Luís C.
AU - Pombeiro, Armando J.L.
N1 - sem pdf conforme despacho. Foundation for Science and Technology (FCT), Portugal - UID/QUI/00100/2013 ; Ministry of Education and Science of the Russian Federation - 02.a03.21.0008 ; CATSUS of FCT - PD/BD/106015/2014 ; SFRH/BPD/90883/2012.
PY - 2017/9/5
Y1 - 2017/9/5
N2 - The 1D and the 2D copper(II) coordination polymers [{Cu(κN,OO′-L)}2(μ-1κN:2κN′-bpy)2]n (1) and [{Cu(μ-1κN,OO′:2κO″-L)}2(μ-1κN:2κN′-hmt)]n (2), respectively, were synthesized from copper(II) nitrate and sodium 2-(2-(1,3-dioxo-1H-inden-2(3H)-ylidene) hydrazinyl)benzenesulfonate (NaHL), in the presence of 4,4′-bipyridine (4,4′-bpy) (for 1) or hexamethylenetetramine (hmt) (for 2). 1 and 2 are water soluble and are characterized by elemental analysis, IR spectroscopy, ESI-MS and single crystal X-ray diffraction. Depending on the neutral linkers, the dianionic ligand L2− displays tri- (in 1) or tetradentate (in 2) binding modes. The Cu2+ in 1 adopts a distorted N3O2 square-pyramid coordination environment, while in 2 it displays a distorted N2O3 trigonal bipyramid geometry. The catalytic activity of 1 and 2 was evaluated in the diastereoselective Henry reaction of nitroethane with a variety of aromatic and aliphatic aldehydes, in water and in organic solvents. β-Hydroxy nitroalkanes were obtained in high yields (up to 92%), and moderate-to-good syn/anti diastereoselectivities (up to 79:21), in water at room temperature.
AB - The 1D and the 2D copper(II) coordination polymers [{Cu(κN,OO′-L)}2(μ-1κN:2κN′-bpy)2]n (1) and [{Cu(μ-1κN,OO′:2κO″-L)}2(μ-1κN:2κN′-hmt)]n (2), respectively, were synthesized from copper(II) nitrate and sodium 2-(2-(1,3-dioxo-1H-inden-2(3H)-ylidene) hydrazinyl)benzenesulfonate (NaHL), in the presence of 4,4′-bipyridine (4,4′-bpy) (for 1) or hexamethylenetetramine (hmt) (for 2). 1 and 2 are water soluble and are characterized by elemental analysis, IR spectroscopy, ESI-MS and single crystal X-ray diffraction. Depending on the neutral linkers, the dianionic ligand L2− displays tri- (in 1) or tetradentate (in 2) binding modes. The Cu2+ in 1 adopts a distorted N3O2 square-pyramid coordination environment, while in 2 it displays a distorted N2O3 trigonal bipyramid geometry. The catalytic activity of 1 and 2 was evaluated in the diastereoselective Henry reaction of nitroethane with a variety of aromatic and aliphatic aldehydes, in water and in organic solvents. β-Hydroxy nitroalkanes were obtained in high yields (up to 92%), and moderate-to-good syn/anti diastereoselectivities (up to 79:21), in water at room temperature.
KW - 4,4′-Bipyridine
KW - Arylhydrazone of 1H-indene-1,3(2H)-dione
KW - Copper(II) complexes
KW - Henry reaction in water
KW - Hexamethylenetetramine
UR - http://www.scopus.com/inward/record.url?scp=85019833528&partnerID=8YFLogxK
U2 - 10.1016/j.poly.2017.05.013
DO - 10.1016/j.poly.2017.05.013
M3 - Article
VL - 133
SP - 33
EP - 39
JO - Polyhedron
JF - Polyhedron
SN - 0277-5387
ER -