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Aqueous-phase hydroformylation of 1-octene using hydrophilic sulfonate salicylaldimine dendrimers.
MedLine Citation:
PMID:  23023586     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Water-soluble dendritic ligands based on tris-2-(5-sulfonato salicylaldimine ethyl)amine () and DAB-(5-sulfonato salicylaldimine) () (DAB = diaminobutane) were synthesized by means of Schiff base condensation and sulfonation reactions. These dendritic ligands were fully characterized by (1)H NMR, (13)C NMR and FT-IR spectroscopy, elemental analysis and mass spectrometry. Dendritic ligands ( and ) in combination with [RhCl(COD)](2) (COD = 1,5-cyclooctadiene) were evaluated in aqueous biphasic hydroformylation of 1-octene. New water-soluble mononuclear 5-sulfonato propylsalicylaldimine Rh(i) complexes ( and ) were synthesized and characterized using (1)H NMR, (13)C NMR and FT-IR spectroscopy, elemental analysis as well as mass spectrometry. These complexes were applied as catalyst precursors in aqueous biphasic hydroformylation reactions. All the catalyst precursors were active in the hydroformylation of 1-octene under the investigated conditions. Optimal conditions were realized at 75 °C (40 bars), where the best selectivity for aldehydes was noticed. Catalyst recycling was achieved up to 5 times with minimal loss in conversion and consistent chemoselectivities and regioselectivities. Less Rh leaching was observed in the dendritic systems ( and )/[RhCl(COD)](2) as compared to mononuclear catalyst precursors ( and ) as determined by inductively coupled plasma-mass spectrometry (ICP-MS).
Authors:
Emma B Hager; Banothile C E Makhubela; Gregory S Smith
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-10-1
Journal Detail:
Title:  Dalton transactions (Cambridge, England : 2003)     Volume:  -     ISSN:  1477-9234     ISO Abbreviation:  Dalton Trans     Publication Date:  2012 Oct 
Date Detail:
Created Date:  2012-10-1     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101176026     Medline TA:  Dalton Trans     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Department of Chemistry, University of Cape Town, Rondebosch 7701, Cape Town, South Africa. Gregory.Smith@uct.ac.za.
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