Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1322292 | Journal of Organometallic Chemistry | 2011 | 8 Pages |
Oxidative coupling of 3-(3-tert-butyl-4-hydroxyphenyl)propionic acid methyl ester (2) gave dimethyl 3,3′-(5,5′-di-tert-butyl-6,6′-dihydroxybiphenyl-3,3′-diyl)-dipropionate (1c), which upon phosphorylation/transesterification with a phosphochloridite derived from (R)-binaphthol, formed the new unsymmetrical binaphthol-bridged diphosphite 4. A rhodium catalyst based on 4 as ligand gave predominantly iso-selectivity in the hydroformylation of selected styrenes but opposite regioselectivity with 2,6-disubstituted derivatives. New chelate metal complexes (acac)RhL, PdCl2L and PtCl2L have been synthesized by reacting 4 with (acac)Rh(CO)2, PdCl2(MeCN)2 and PtCl2(COD), respectively. The structure of obtained compounds is determined based on 1H, 13C, 31P and 195Pt NMR spectroscopy and mass spectrometry data.
Graphical abstractA new unsymmetrical diphosphite was synthesized. Its complexation behavior with Rh, Pd and Pt was investigated. A relevant Rh-complex was successfully used for the hydroformylation of styrenes.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► A new phosphorus ligand was prepared in a 2-step synthesis. ► As starting material serves a commercial ester group functionalized phenol. ► A rarely observed transesterification takes place. ► The new ligand forms an active hydroformylation catalyst with rhodium.