Document Detail

2-Dihydromethylpiperazinediium-M(II) (M(II) = Cu(II), Fe(II), Co(II), Zn(II)) double sulfates and their catalytic activity in diastereoselective nitroaldol (Henry) reaction.
MedLine Citation:
PMID:  23059799     Owner:  NLM     Status:  Publisher    
A series of double dihydromethylpiperazinediium metallic sulfates [H(2)mpz]M(II)(SO(4))(2)·nH(2)O (mpz = 2-methylpiperazine, C(5)H(12)N(2)) are prepared by slow evaporation using a racemic (R/S)-mpz (for , ) or enantiopure R-mpz (for ), S-mpz (for ) and sulfates of Cu(II) (for ), Fe(II) (for , ), Co(II) (for ) and Zn(II) (for , , ), and characterized by infrared spectroscopy, elemental analysis and single crystal X-ray diffraction. The [M(II)(H(2)O)(6)](2+), [(R/S)-H(2)mpz](2+), [(R)-H(2)mpz](2+) or [(S)-H(2)mpz](2+) cations and 2SO(4)(2-) anions are linked together via two types of hydrogen bonds, Ow-HwO and N-HO, leading to supramolecular arrangements. The use of the racemic 2-mpz provides alternatives in crystallization: a centrosymmetric structure where the enantiomers are related by an appropriate crystallographic symmetry operation or one where the enantiomers occupy the same crystallographic position, generating disorder. Compounds act as diastereoselective catalysts for the nitroaldol (Henry) reaction. The diastereoselectivity can be regulated from exclusive threo to exclusive erythro isomer preparation with typical yields of 50-99%, depending on the catalyst and the substrate used.
Houcine Naïli; Fadhel Hajlaoui; Tahar Mhiri; Tatiana C O Mac Leod; Maximilian N Kopylovich; Kamran T Mahmudov; Armando J L Pombeiro
Related Documents :
15926069 - Variable role of ions in two drug intercalation complexes of dna.
12601799 - Application of the empirical force field to macrocyclic ion carriers, siderophores, and...
23044929 - Two one-dimensional compounds based on pyramidal {tbcu(4)} units and formate ligand: ch...
21649439 - Emissions of halogenated compounds in east asia determined from measurements at jeju is...
11449 - Cd studies on the conformation of oligonucleotides complexed with divalent metal ions: ...
23329069 - Sequential [6+2], [2+2], and [3+2] annulations for rapid assembly of multiple fragments.
12719529 - A tyrcd1/trpg8 hydrogen bond network and a tyrb10tyrcd1 covalent link shape the heme di...
21411039 - Advances in automated nmr protein structure determination.
22219759 - A potential anti-cancer agent: 5-chloro-7-iodo-8-hy-droxy-quinolinium dichlorido(5-chlo...
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-10-11
Journal Detail:
Title:  Dalton transactions (Cambridge, England : 2003)     Volume:  -     ISSN:  1477-9234     ISO Abbreviation:  Dalton Trans     Publication Date:  2012 Oct 
Date Detail:
Created Date:  2012-10-12     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101176026     Medline TA:  Dalton Trans     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Laboratoire de l'Etat Solide, Département de Chimie, Université de Sfax, BP 1171, 3000 Sfax, Tunisie.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  A novel electroluminescent PPV copolymer and silsesquioxane nanocomposite film for the preparation o...
Next Document:  Protective Effect of Lactoferrin on Cisplatin-Induced Nephrotoxicity in Rats.